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  • 1.
    al-smadi, Derar
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Organic Chemistry.
    Enugala, Thilak Reddy
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Biochemistry.
    Norberg, Thomas
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Organic Chemistry.
    Kessler, Vadim
    Kihlberg, Jan
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Organic Chemistry.
    Widersten, Mikael
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Biochemistry.
    A Comparison of Synthetic Approaches to Derivatives of 1,4-Substituted 2,3 DihydroxybutanonesManuscript (preprint) (Other academic)
  • 2.
    Alvi, Muhammad Rouf
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Anas, Saithalavi
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Emanuelsson, Rikard
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Lozinski, Kaitlin
    Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC) and Department of Chemistry, University of Richmond, UR 1099, 28 Westhampton Way, VA 23173, USA.
    Ottosson, Henrik
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Scope and Limitations of an Acid Catalyzed Protocol for Hypersilyl Protection of Alcohols Manuscript (preprint) (Other academic)
    Abstract [en]

    A highly efficient and convenient triflic acid (TfOH) catalyzed protocol for the protection of various functionalized alcohols in CH2Cl2 at ambient temperature using tris(trimethylsilyl)silyl-N,N-dimethyl-methaneamide (hypersilylamide) 1 as the protecting reagent is developed. Herein, results on the scope and limitations of this protocol for a number of functionalized alcohols are presented. This method was found to be effective for the selective protection of less hindered OH groups in different classes of diols containing both pri/tert, sec/tert, or aromatic/aliphatic hydroxyl groups. In general, our protocol exhibited excellent functional group tolerance in the protection of alcohols containing alkoxy, keto, amino, as well as halo substituents in good to excellent yields.

  • 3.
    Andersson, Claes-Henrik
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Physical Organic Chemistry.
    Grennberg, Helena
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Physical Organic Chemistry.
    Short ferrocene-[60]fulleropyrrolidine oligomers. A preliminary account on synthetic studiesManuscript (preprint) (Other academic)
    Abstract [en]

    A synthetic strategy towards short fullerene based organometallic oligomers is reported. The synthetic approach is based on the secondary functionalization of N-unsubstituted fulleropyrrolidines with ferrocene dicarboxylic acid chloride. Preliminary characterization by mass spectrometry, UV/Vis and NMR suggest a trimer or tetramer structure.

  • 4.
    Arkhypchuk, Anna
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Molecular Biomimetics.
    Mihali, Viorica Alina
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström.
    Orthaber, Andreas
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Molecular Biomimetics.
    Ehlers, Andreas
    VU University Amsterdam.
    Lammertsma, Koop
    VU University Amsterdam.
    Ott, Sascha
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Molecular Biomimetics.
    Phosphorus Heterocylces from Phosphinophosphonates and α,β-Unsaturated KetonesManuscript (preprint) (Other academic)
  • 5.
    Ashkan, Fardost
    et al.
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Skillinghaug, Bobo
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Fredrik, Svensson
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Prasad, Wakchaure
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Matyas, Wejdemar
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Mats, Larhed
    Uppsala University, Science for Life Laboratory, SciLifeLab. Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry.
    Christian, Sköld
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Experimental and Theoretical Investigation of Palladium(II)-Catalyzed Decarboxylative Synthesis of Electron-Rich Styrenes and 1,1-DiarylethenesManuscript (preprint) (Other academic)
  • 6.
    Ayub, Rabia
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Jorner, Kjell
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Ottosson, Henrik
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    The silacyclobutene ring: An indicator of triplet state Baird-aromaticityManuscript (preprint) (Other academic)
  • 7.
    Ayub, Rabia
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström.
    Ottosson, Henrik
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström.
    Relating the triplet state Baird-aromaticity of the monocycle to that of the macrocycleManuscript (preprint) (Other academic)
  • 8. Belfrage, Anna Karin
    et al.
    Wakchaure, Prasad
    Larhed, Mats
    Sandström, Anja
    Palladium-catalyzed carbonylation of aryl iodides with sulfinamidesManuscript (preprint) (Other academic)
  • 9.
    Blom, Magnus
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    Huang, Hao
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Nanotechnology and Functional Materials.
    Gogoll, Adolf
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Photoswitchable peptidomimetics with a stiff-stilbene chromophore for inhibition of Mycobacterium tuberculosis RNRManuscript (preprint) (Other academic)
    Abstract [en]

    Peptidomimetics incorporating two amino acids 1 and 2 with a stiff stilbene chromophore have been screened by a computational study and compared to a previously investigated analog 3 with stilbene chromophore. The effect of E-Z isomerization of the chromophores on the conformational properties of the petidomimetics was assessed via the frequency of hydrogen bonding between the two peptide strands attached to either side of the chromophore. Substantial differences between the three amino acids were thus indicated, in line with the anticipated effect of chromophore rigidity variation.

  • 10.
    Blom, Magnus
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    Huang, Hao
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Nanotechnology and Functional Materials.
    Gogoll, Adolf
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    Synthesis and characterization of photoswitchable stiff-stilbene based amino acid derivativesManuscript (preprint) (Other academic)
    Abstract [en]

    Synthetic routes towards the Boc-protected amino acids 1 and 2 incorporating the stiff stilbene chromophore via the corresponding indanone carboxylic acids have been devised. Crucial steps are a reductive McMurry coupling of the indanone carboxylic acids, yielding stiff stilbene dicarboxylic acid esters. Hydrolysis to the monoester and conversion to the azides, followed by a Curtius rearrangement afforded the Boc-protected amino acid ester 1.

  • 11.
    Blom, Magnus
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    Olsson, Sandra
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    Norrehed, Sara
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    Andersson, Claes-Henrik
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Physical Organic Chemistry.
    Grennberg, Helena
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Physical Organic Chemistry.
    Gogoll, Adolf
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Photomodulable bis-porphyrin molecular tweezers as dynamic host systems for diamine guestsManuscript (preprint) (Other academic)
    Abstract [en]

    Bisporphyrin molecular tweezers with an enediyne (1) or a stiff stilbene (2) photoswitchable spacer are proposed as systems for modulation of bitopic binding to diamine guests via E/Z photoisomerization. The photoisomerization has been monitored by UV-Vis and 1H NMR spectroscopy and occurs without side reactions such as Bergman cyclization. Possible applications are rationalized in terms of competitive binding involving monoamine/diamine mixtures, and are supported by conformational analysis of the envisioned host-guest complexes. Binding dynamics for conformationally flexible guests show significantly different performance of aliphatic 1,w-diamine guests with varying N-N distance.

  • 12. Denisova, Aleksandra
    et al.
    Yadav, Sangeeta
    Ottosson, Henrik
    Computational Design of Strongly σ/π-Conjugated Compounds with a Start at the Omni-Conjugated [3]RadialeneManuscript (preprint) (Other academic)
  • 13. Devaraj, Karthik
    et al.
    Sollert, Carina
    Ingner, Fredric
    Mroczkowska, Magda
    Garcia-Roca, Alèria
    J. Gate, Paul
    T.Pilarski, Lukasz
    Synthesis of Aryne Precursors from Arylboronic Acids via Catalytic C-H Silylation as the Key StepManuscript (preprint) (Other academic)
  • 14.
    Esfandiarfard, Keyhan
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström. Uppsala University.
    Orthaber, Andreas
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström.
    Ott, Sascha
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström.
    Synthesis of Novel Precursors for the Development of Low-valent Phosphorus CompoundsManuscript (preprint) (Other academic)
  • 15.
    Guliashvili, Tamaz
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Martel, Arnaud
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Alvi, Muhammad Rouf
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Fischer, Andreas
    Department of Chemistry (Inorganic Chemistry), Royal Institute of Technology, 100 44 Stockholm, Sweden.
    Akselsson, Patrik
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Ottosson, Henrik
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Remarkably Stable Silicon Analogues of Amide Enolates: Synthesis, Structural Characterization, and Reactivity StudiesManuscript (preprint) (Other academic)
    Abstract [en]

    Potassium 2-N,N-dialkylamino-1,1-bis(trimethylsilyl)silen-2-olates (or amide silenolates, silicon analogues of amide enolates) were synthesized through reaction of N,N-dialkyl-tris(trimethylsilyl)silylmethaneamides with potassium tert-butoxide, and these 2-N,N-dialkylaminosilen-2-olates display remarkable thermal stabilities (e.g., merely 37% decomposition after 8 h at 90 ºC).  The crystal structure of one of the potassium 2-N,N-dialkylaminosilen-2-olates, without potassium ion chelating agent, reveals a more pyramidal configuration around the Si atom than found in previously reported silenolates, indicating a strong localization of the negative charge to this atom. The reactivities of the potassium 2-N,N-dialkylaminosilen-2-olates are in part similar to those of previous lithium and potassium silenolates as they are alkylated with MeI at Si. However, they do not react with dienes to yield [4+2] cycloadducts, the customary adducts of silenolates and reverse polarized silenes, but instead initiate anionic diene polymerization.  Consequently, they display silyl anion-like rather than silene-like reactivities. Finally, we find that potassium 2-aminosilen-2-olates with N,N-diphenylamino instead of N,N-dialkylamino substitution decompose rapidly to potassium diphenylamide, carbon monoxide, and silylenes. Clearly, if the substituent at the 2-position of a silenolate is able to accept and stabilize negative charge, such as NPh2, then this silenolate will be prone to decompose.

  • 16.
    Hao, Huang
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Nanotechnology and Functional Materials.
    Strømme, Maria
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Nanotechnology and Functional Materials.
    Gogoll, Adolf
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Sjödin, Martin
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Nanotechnology and Functional Materials.
    Potential Tuning in Quinone-pyrrole Dyad Based Conducting Redox PolymersManuscript (preprint) (Other academic)
    Abstract [en]

    In this study, conducting redox polymers (CRPs), which consist of a polypyrrole conducting polymer (CP) backbone with attached quinone pendant groups (PGs), have been explored as electrode materials for organic batteries. A modular organic synthetic approach allows the assembly of the pyrrole and quinone units into quinone-pyrrole dyads. These dyad monomers were copolymerized electrochemically with pyrrole to yield the CRPs. DFT calculations were used to predict the formal potentials of the dyads, showing excellent agreement with the experimental values of the corresponding CRPs. Moreover, it is shown that the matching between the redox potential of PGs and the conductive region of CPs is an absolute requirement for good performance of these materials. With access to CRP materials with varying quinone formal potentials a prototype of a full organic based battery was constructed by choosing two CRPs with different quinone potentials. A galvanostatic charge-discharge study showed that the cell potentials coincided well with the difference in redox potential between the quinone substituents used in the anode and cathode CRP.

  • 17.
    Lampa, Anna
    et al.
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Bergman, Sara
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Ehrenberg, Angelica E.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
    Alogheli, Hiba
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Åkerblom, Eva
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Lindeberg, Gunnar
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Danielson, U. Helena
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
    Karlén, Anders
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Sandström, Anja
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Novel Peptidomimetic HCV NS3 Protease Inhibitors Spanning the P2–P1´ RegionManuscript (preprint) (Other academic)
  • 18.
    Lampa, Anna
    et al.
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Grandin, Johanna
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Ehrenberg, Angelica E.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
    Alogheli, Hiba
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Åkerblom, Eva
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Lindeberg, Gunnar
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Danielson, U. Helena
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
    Karlén, Anders
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Sandström, Anja
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Diversely Vinylated Acyclic Pyrimidinyloxyphenylglycine-based Inhibitors of the HCV NS3 Protease and Corresponding Macrocycles: Beneficial use of an Aromatic P1 moietyManuscript (preprint) (Other academic)
  • 19.
    Li, Jia-Qi
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    Andersson, Pher
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    Room Temperature and Solvent-Free Iridium-Catalyzed  Alkylation of Amines with AlcoholsManuscript (preprint) (Other academic)
  • 20.
    Lundstedt, Anna
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Grennberg, Helena
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Ozonolysis of triphenylene in acetoneManuscript (preprint) (Other academic)
  • 21.
    Lundstedt, Anna
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Nordlund, Michael
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Ahlberg, Patrik
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Solid State Electronics.
    Grennberg, Helena
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Edge oxidation of graphite using a combined hydrogen peroxide - ozone treatment under sonication conditionsManuscript (preprint) (Other academic)
    Abstract [en]

    A mild method for edge oxidation of graphite using ultrasonication in the presence of ozone and hydrogen peroxide is described. The method benefits from sustainable reagents - no metals or oxidising mineral acids are involved; and easy purification of the resulting material. Initial characterisation of the material and its dispersibility by spectroscopic methods and thermogravimetric analysis is presented.

  • 22.
    Löfås, Henrik
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Physics, Department of Physics and Astronomy.
    Alvi, Muhammad Rouf
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Grigoriev, Anton
    Uppsala University, Disciplinary Domain of Science and Technology, Physics, Department of Physics and Astronomy.
    Ahuja, Rajeev
    Uppsala University, Disciplinary Domain of Science and Technology, Physics, Department of Physics and Astronomy.
    Ottosson, Henrik
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    The [1,3]-Si→O Silyl Shift from a Nonconducting Acylsilane to a Conducting Brook-Silene as Basis for a Molecular SwitchManuscript (preprint) (Other academic)
    Abstract [en]

    By usage of density functional theory (DFT) calculations we explored if the [1,3]-silyl shift leading from an acylsilane with two p-conjugated substituents to a silene (a Si=C double bonded compound) can be used as a basis for a molecular conductance switch. In such a switch, the acylsilane, with a tetrahedral saturated silicon atom disrupting the conjugation through the molecule, acts as the OFF state, whereas the silene with a conjugated path running through the complete molecule represents the ON state. Our requirements are (i) the silenes should be slightly higher in relative energy than the acylsilane so as to promote a thermal backrearragment, (ii) the barrier for the backtransfer of the silyl group should be 25-30 kcal/mol, (iii) the ON/OFF conductance ratio should be high, and (iv) the switch should be realistic. According to our calculations using non-equilibrium Green’s function theory, a 1,2-bis(4-thiophenylethynyl)silene has a conductance which is 270 times higher than that of the corresponding acylsilane at zero bias voltage. However, at a voltage of +1 V the ON/OFF ratio decreases to ~40.

  • 23.
    Nordeman, Patrik
    et al.
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Preclinical PET Platform.
    Antoni, Gunnar
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Preclinical PET Platform.
    Odell, Luke R
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Pd-mediated Carbonylative Synthesis of 11C-N-CyanobenzamidesManuscript (preprint) (Other academic)
  • 24.
    Nordeman, Patrik
    et al.
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Preclinical PET Platform.
    Johansson, Leif B G
    Department of Chemistry, IFM, Linköping University.
    Bäck, Marcus
    Department of Chemistry, IFM, Linköping University.
    Estrada, Sergio
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Preclinical PET Platform.
    Hall, Håkan
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Preclinical PET Platform.
    Westermark, Gunilla T
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Medical Cell Biology.
    Westermark, Per
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Immunology, Genetics and Pathology.
    Nilsson, Lars
    Department of Pharmacology, University of Oslo.
    Hammarström, Per
    Department of Chemistry, IFM, Linköping University.
    Nilsson, Peter R
    Department of Chemistry, IFM, Linköping University.
    Antoni, Gunnar
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Preclinical PET Platform.
    11C and 18F Radiolabeling of Tetra and Pentathiophenes as PET-Ligands for Misfolded Protein AggregatesManuscript (preprint) (Other academic)
  • 25.
    Nordlund, Michael
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Andersson, Claes-Henrik
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Grennberg, Helena
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Mono- and diamides of 1,1’-dicarboxyferrocene: a stepwise approach to ferrocene-linked triadsManuscript (preprint) (Other academic)
    Abstract [en]

    An improved route to the monomethyl ester of 1,1´-dicarboxyferrocene is described. The compound is a key intermediate for the assembly of ferrocene-bridged triads by stepwise amidation. This renders possible symmetric as well as non-symmetric diamides, exemplified by the preparaton of a symmetric ferrocene-linked fulleropyrrolidine dumbbell and a non-symmetric fulleropyrrolidine-ferrocene-tryptophan triad.

  • 26.
    Nordlund, Michael
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Andersson, Claes-Henrik
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Grennberg, Helena
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Towards [60]fullerene-based molecular wires: amide-interlinked ferrocene-[60]fullerene oligomersManuscript (preprint) (Other academic)
    Abstract [en]

    Design and synthesis of amide-linked ferrocene-fulleropyrrolidine oligomers is presented, with initial characterisation that confirms products containing three or four ferrocene-bridged fullerene units. Side-products have been identified; the encountered issues concerning their formation and general solubility motivated modifications of the synthesis strategy.

  • 27.
    Nordlund, Michael
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Günther, Tyran
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Andersson, Claes-Henrik
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Grennberg, Helena
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Catenane dimer formation in tether-assisted trans-bis-pyrrolidination of [60]fullereneManuscript (preprint) (Other academic)
    Abstract [en]

    Trans-bis-pyrrolidination of [60]fullerene employing a new bis-aldehyde tether with appended octadecyloxy substituents proceeded to give the desired product as well as catenane dimers. For pyrrolidinations employing sarcosine, the products were separable, and characterisation by NMR spectroscopy, including diffusion-ordered spectroscopy (DOSY), provided unambiguous proof that the high-mass product was a symmetric non-covalent catenane. No catenane or other high-mass products were observed for reactions employing a tether without the octadecyloxy substituents.

  • 28.
    Nordlund, Michael
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Kazen Orrefur, Johannes
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Grennberg, Helena
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Diarylacetyene-linked [60]fullerene dumbbells via metal-catalyzed couplingsManuscript (preprint) (Other academic)
    Abstract [en]

    This preliminary manuscript describes the synthesis and characterization of new di(4-bromoaryl)acetylenes by Sonogashira cross-coupling, initial attempts to transform model aryl bromides to aryl boronic acids as well as a model study of Rh-catalysed hydroarylation of [60]fullerene with aryl boronic acids, aiming towards “all carbon”-linked [60]fullerene dumbbells.

  • 29.
    Obaidur, Rahman
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry.
    Erlandsson, Maria
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry.
    Blom, Elisabeth
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry.
    Långström, Bengt
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry.
    Automated synthesis of 18F-labelled analogues of etomidate, vorozole and harmine using commercial synthesizer TRACERLab FXFNManuscript (Other academic)
    Abstract [en]

    18F-Labelled analogues of three biologically interesting compounds, ethyl 1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylate (ETO), 6-[(S)-(4-chlorophenyl)-(1H)-1,2,4-triazol-1-yl)methyl]-1-methyl-1H-benzotriazole (VOZ) and 7-methoxy-1-methyl-9H-β-carboline (HAR) were synthesized by one-step nucleophilic fluorination. The 18F-labelled products were obtained with 20–30% isolated decay-corrected radiochemical yields and the radiochemical purities were over 99% in all cases. The labelling syntheses were performed using fully automated commercial synthesizer TRACERLab FXFN. The automation of the syntheses of these three promising PET tracers using a commercial synthesizer will make them accessible for clinical applications.       

  • 30.
    Paptchikhine, Alexander
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    Peters, Byron
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    Govender, Thavendran
    School of Chemistry, University of KwaZulu-Natal.
    Andersson, Pher
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    The Birch reaction as a source of substrates for asymmetric hydrogenationManuscript (preprint) (Other academic)
  • 31.
    Parada, Giovanny A.
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström.
    Glover, Starla D.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Physical Chemistry.
    Orthaber, Andreas
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Molecular Biomimetics.
    Hammarström, Leif
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Physical Chemistry.
    Ott, Sascha
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Molecular Biomimetics.
    Synthesis of Phenol-Quinolines with Intramolecular Hydrogen-Bonds of Different StrengthManuscript (preprint) (Other academic)
  • 32.
    Rosenberg, Martin
    et al.
    Department of Chemistry, University of Copenhagen.
    Dahlstrand, Christian
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Physical Organic Chemistry.
    Ottosson, Henrik
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Physical Organic Chemistry.
    Kilså, Kristine
    Department of Chemistry, University of Copenhagen.
    Manipulation of Excited State Energies in Fulvenic MoleculesManuscript (preprint) (Other academic)
  • 33.
    Rydfjord, Jonas
    et al.
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Roslin, Sara
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Roy, Tamal
    Abbas, Alaa
    Stevens, Marc
    Larhed, Mats
    Odell, Luke R.
    Acylamidines by Pd-Catalyzed Aminocarbonylation: One-Pot Cyclizations and 11C-LabelingManuscript (preprint) (Other academic)
  • 34.
    Sollert, Carina
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Hribersek, Matic
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Ingner, Fredric
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Wang, Ying
    Division of Theoretical Chemistry & Biology, School of Biotechnology, KTH Royal Institute of Technology, 10691 Stockholm, Sweden.
    Ahlquist, Mårten S. G.
    Division of Theoretical Chemistry & Biology, School of Biotechnology, KTH Royal Institute of Technology, 10691 Stockholm, Sweden.
    Gates, Paul J.
    School of Chemistry, University of Bristol, Cantock’s Close, Clifton, Bristol, BS8 1TS, United Kingdom.
    Pilarski, Lukasz T.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Distal Fluoroboronate Substituents for Remote Control of Aryne Distortion and RegioselectivityManuscript (preprint) (Other academic)
  • 35.
    Sun, Xiaojiao
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Physical Organic Chemistry.
    Winander, Cecilia
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Physical Organic Chemistry.
    Karlsson, Magnus
    Department of forest mycology and pathology, swedish university of agricultural sciences, sweden.
    Fromell, Karin
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Physical Organic Chemistry.
    Johansson, Gunnar
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Biochemistry.
    Stenlid, Jan
    Department of forest mycology and pathology, swedish university of agricultural sciences, sweden.
    Baltzer, Lars
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Physical Organic Chemistry.
    Polypeptide conjugates that bind chitinasesManuscript (preprint) (Other academic)
    Abstract [en]

    Polypeptide conjugates formed from members of a designed set of polypeptides and the chitinase inhibitors pentoxifylline, C4B3 and C5B1 were evaluated for affinity and selectivity towards chitinases. The polypeptide conjugate 4C37L34-P was found to recognize and bind chitinases from the fungal species Aspergillus nidulans and Neurospora crassa, as well as from the fungus Trichoderma viride and the bacterial strain Streptomyces griseus. The small organic molecule pentoxifylline and the polypeptide 4C37L34 both contributed to binding of the chitinases and the affinity of the polypeptide conjugate was significantly enhanced in comparison with that of pentoxifylline with an affinity that was on the order of 2-3 orders of magnitude higher than that of pentoxyfylline. In view of the large numbers of chitinases present in nature the recognition and detection of groups of chitinases using one binder molecule for many enzymes may be an advantageous approach.

  • 36.
    Svensson, Fredrik
    et al.
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Fardost, Ashkan
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Skillinghaug, Bobo
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Wakchaure, Prasad
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Wejdemar, Matyas
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Larhed, Mats
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Sköld, Christian
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
    Mechanistic Investigation of Palladium(II)-Catalyzed Decarboxylative Synthesis of Electron Rich Styrenes and 1,1-DiarylethenesManuscript (preprint) (Other academic)
  • 37.
    Tibbelin, Julius
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Alvi, Muhammad Rouf
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Björklund, Magnus
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Hui, Tong
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Lach, Jochen
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Ottosson, Henrik
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
    Formation and Fundamental Properties of Potassium Germen-2-olatesManuscript (preprint) (Other academic)
    Abstract [en]

    Potassium 1,1-bis(trimethylsilyl)germen-2-olates (2a - 2d) with different substituents at the carbon atom were generated in good yields through the treatment of the correspondingly substituted tris(trimethylsilyl)acyl- and tris(trimethylsilyl)carbamyl-germanes (1a - 1d) with potassium tert-butoxide at room temperature in dry THF. Comparisons between the 29Si and 13C NMR chemical shifts of the germenolates and the analogous silenolates (4a4d) were performed. The recorded 13C and 29Si NMR chemical shifts of the potassium germenolates were also compared to those obtained from GIAO-B3LYP/6-31+G(d)//B3LYP/LANL2DZp calculations. The chemical reactivities of potassium germenolates were compared with silenolates. In this regard, the reactions of 2a - 2d were performed with methyliodide at -40 oC and the germanium methylated products (5a - 5c) were obtained in yields of 54 - 77 %. The reactions of these germenolates with 1,3-butadiene at low temperatures, however, lead to polymerization of dienes (2,3-dimethyl-1,3-butadiene, isoprene, and 1,3-pentadiene) revealing a reactivity resemblance to aminosilenolates, species which in return are comparable to silyl anions in reactivity.

  • 38.
    Tong, Hui
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Physical Organic Chemistry.
    Dahlstrand, Christian
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Physical Organic Chemistry.
    Villaume, Sebastien
    Jun, Zhu
    Piqueras, Mari Carmen
    University of Valencia.
    Crespo, Raül
    University of Valencia.
    Ottosson, Henrik
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Physical Organic Chemistry.
    Fulvenes: Compounds for which the Singlet-Triplet Energy Gaps are Closely Linked to Aromaticity and  Aromaticity DifferencesManuscript (preprint) (Other academic)
  • 39.
    Tšupova, Svetlana
    et al.
    Ruprecht-Karls-Universität Heidelberg.
    Cadu, Alban
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    Stuck, Fabian
    Ruprecht-Karls-Universität Heidelberg.
    Rominger, Frank
    Ruprecht-Karls-Universität Heidelberg.
    Rudolph, Matthias
    Ruprecht-Karls-Universität Heidelberg.
    Samec, Joseph
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry. Stockholm University.
    Hashmi, A. Stephen K.
    Ruprecht-Karls-Universität Heidelberg.
    Dual Gold (I) Catalysed Cyclisation of Dialkynyl Pyridinium saltsManuscript (preprint) (Other academic)
    Abstract [en]

    Novel dialkynyl pyridines were synthesised and protected as alkyl salts for dual gold (I) catalysed cycloisomerisation. Different alkyl groups and counter ions were screened for the salts, with benzyl and PF6- providing the best results. The cyclisation led to NMR yields of >95% being obtained for a number of substrates. Step-wise hydrogenation of products could be carried out in one-pot by Pd/C, with selective reduction of the double bonds, followed by deprotection of the Bn group.

  • 40.
    Xiong, Ruisheng
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström.
    Deun, Rik Van
    Gent University.
    Borbas, Eszter
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström.
    Excitation- and emission wavelength-based multiplex imaging using red-absorbing near infrared-emitting lanthanide complexesManuscript (preprint) (Other academic)
    Abstract [en]

    : Multiplex luminescence imaging in the red and near infrared (NIR) should be an enabling tool for the real-time investigation of complex biological systems. Current probes have numerous limitations including low photostability, short luminescent lifetime, overlapping absorption and emission bands, and small Stokes shift, the combination of which limits multiplexing in this region to two colors. Here we report emitters based on near infrared (NIR) emitting luminescent lanthanides (Ln) sensitized by hydroporphyin antennae. The narrow and intense absorption bands of hydroporphyrins are in the red, and their porisiotns are readily tunable. These dyads enable both emission- and excitation-based multiplexing; the former by combining either the same antenna with different Ln’s, the latter by attaching chlorin antennae with non-overlapping absorptions to the same Ln-complex. Up to 4 different species could be discerned without tedious data manipulation.

  • 41.
    Zhou, Taigang
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    Peters, Byron
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    Cadu, Alban
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    Andersson, Pher
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
    High Enantioselectivity of Chiral Sulfones byIridium Catalyzed Asymmetric Hydrogenation: An Efficient Access for Total Synthesis of ImperaneneManuscript (preprint) (Other academic)
  • 42.
    Åberg, Ola
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
    Kihlberg, Tor
    Uppsala Imanet, GE Healthcare.
    Långström, Bengt
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
    Synthesis of the Aryl Iodide Precursor of [Carboxyl-11C]CandesartanManuscript (Other academic)
  • 43.
    Åberg, Ola
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
    Långström, Bengt
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
    Synthesis of a Library of 11C-Carbonyl-labelled Irreversibly Binding EGFr Inhibitors as Potential Biomarkers for TumoursManuscript (Other academic)
  • 44.
    Åberg, Ola
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
    Långström, Bengt
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
    Synthesis of Asymmetric [11C]Ureas and [11C]Sulphonylureas by Rh(I)-Mediated CarbonylationManuscript (Other academic)
1 - 44 of 44
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