uu.seUppsala University Publications
Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
Synthesis and Characterization of Ferrocenyl Chlorins, 1,1'-Ferrocene-Linked Chlorin Dimers, and their BODIPY Analogues
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Molecular Biomimetics.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Molecular Biomimetics.ORCID iD: 0000-0001-5403-9902
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Molecular Biomimetics.
2017 (English)In: Inorganic Chemistry, ISSN 0020-1669, E-ISSN 1520-510X, Vol. 56, no 5, 3044-3054 p.Article in journal (Refereed) Published
Abstract [en]

We present the synthesis and characterization of meso-ferrocenyl-substituted hydroporphyrins (chlorins) and 1,1' -linked chlorin dimers. The dipyrromethane chlorin precursors were also transformed into Fc-substituted BODIPYs and 1,1'-ferrocenyl-linked BODIPY dimers. The chlorin dimers were studied by 1D and 2D NMR experiments and DFT calculations, which showed that their solution structures were dependent on the central metal. Monomeric and dimeric Ni(II) chlorins had similar H-1 NMR spectra. Monomeric and dimeric free base, Zn(II), and Pd(II) chlorins, on the other hand, showed significantly more different spectra. The eclipsed conformer of the free base chlorin dimer was calculated to be energetically more favored than the open form. The chlorin and BODIPY fluorescence emissions were quenched in the Fcsubstituted compounds; these could be recovered by oxidation of the Fe(II) center. Cyclic voltammetry showed up to five oxidation waves for the free base chlorin dimer, which suggests that the macrocycles were not behaving independently of each other.

Place, publisher, year, edition, pages
2017. Vol. 56, no 5, 3044-3054 p.
National Category
Inorganic Chemistry
Identifiers
URN: urn:nbn:se:uu:diva-320661DOI: 10.1021/acs.inorgchem.6b03158ISI: 000395847300076PubMedID: 28186734OAI: oai:DiVA.org:uu-320661DiVA: diva2:1118320
Funder
Swedish Research Council, 2013-4655Stiftelsen Olle Engkvist Byggmästare
Available from: 2017-06-30 Created: 2017-06-30 Last updated: 2017-06-30Bibliographically approved

Open Access in DiVA

No full text

Other links

Publisher's full textPubMed

Search in DiVA

By author/editor
Arkhypchuk, Anna I.Orthaber, AndreasBorbas, K. Eszter
By organisation
Molecular BiomimeticsDepartment of Chemistry - BMC
In the same journal
Inorganic Chemistry
Inorganic Chemistry

Search outside of DiVA

GoogleGoogle Scholar

Altmetric score

Total: 69 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf