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

Direct link
Cite
Citation style
  • apa
  • 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
Asymmetric Hydrogenation of Trisubstituted Olefins with Ir-NHC-Thiazole Complexes
Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
In: Advanced Synthesis & Catalysis, ISSN 1615-4150Article in journal (Refereed) Submitted
Identifiers
URN: urn:nbn:se:uu:diva-94453OAI: oai:DiVA.org:uu-94453DiVA: diva2:168298
Available from: 2006-04-28 Created: 2006-04-28Bibliographically approved
In thesis
1. Catalytic Asymmetric Ketone and Alkene Reductions Using Transition Metal Complexes
Open this publication in new window or tab >>Catalytic Asymmetric Ketone and Alkene Reductions Using Transition Metal Complexes
2006 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

This thesis contains seven papers dealing with iridium and ruthenium based catalytic asymmetric reductions, either of ketones into chiral alcohols, or olefins into chiral alkanes. The first part of the thesis describes how we have designed and evaluated new bicyclic ligands containing either N,S or N,N chelating atoms. The ligands have been evaluated in the asymmetric Ir-catalyzed transfer hydrogenation of acetophenone. The complexes evaluated induced good enentioselectivity of the product. Moreover we have also utilized a commercially available chiral diamine (QCD-amine) as a ligand in the Ru-catalyzed hydrogenation of prochiral ketones, with excellent enantioselectivity for some of the substrates used. As part of this work we investigated, both theoretically and experimentally, the mechanism of this hydrogenation. Based on these results we have proposed a new reaction mechanism for this type of hydrogenations which involves active participation of the solvent in the catalytic cycle. The last part of the thesis describes the design, synthesis and evaluation of N,P and N2C-carbene,N ligands for the Ir-catalyzed hydrogenation of carbon-carbon double bonds. The selectivities obtained in these investigations are among the best reported so far for a broad variation of substrates. A selectivity model for this hydrogenation has been derived and used in the rationalization of the results. As a part of this work we have synthesized and evaluated a new class of substrates, vinyl silanes, and showed that the scope of the hydrogenation reaction can be expanded to this new substrate class.

Place, publisher, year, edition, pages
Uppsala: Acta Universitatis Upsaliensis, 2006. 82 p.
Series
Digital Comprehensive Summaries of Uppsala Dissertations from the Faculty of Science and Technology, ISSN 1651-6214 ; 177
Keyword
Organic chemistry, Catalytic, Asymmetric, Reductions, Ketones, Alkenes, Transition metal, Complexes, Organisk kemi
Identifiers
urn:nbn:se:uu:diva-6839 (URN)91-554-6556-0 (ISBN)
Public defence
2006-05-19, B42, BMC, Husargatan 3, Uppsala, 13:15
Opponent
Supervisors
Available from: 2006-04-28 Created: 2006-04-28Bibliographically approved

Open Access in DiVA

No full text

By organisation
Department of Chemistry

Search outside of DiVA

GoogleGoogle Scholar

urn-nbn

Altmetric score

urn-nbn
Total: 493 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • 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