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Bio Inspired Side-on Attachment of a Ruthenium Photo-sensitizer to an Iron Hydrogenase Active Site Model
Stockholm University, Faculty of Science, Department of Organic Chemistry.
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2006 In: Dalton Transactions, ISSN 1477-9226, no 38, 4599-4606 p.Article in journal (Refereed) Published
Place, publisher, year, edition, pages
2006. no 38, 4599-4606 p.
URN: urn:nbn:se:su:diva-24565OAI: diva2:197806
Part of urn:nbn:se:su:diva-7187Available from: 2007-11-22 Created: 2007-11-14Bibliographically approved
In thesis
1. Transition Metal Hydrides: Biomimetic Studies and Catalytic Applications
Open this publication in new window or tab >>Transition Metal Hydrides: Biomimetic Studies and Catalytic Applications
2007 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

In this thesis, studies of the nature of different transition metal-hydride complexes are described. The first part deals with the enantioswitchable behaviour of rhodium complexes derived from amino acids, applied in asymmetric transfer hydrogenation of ketones. We found that the use of amino acid thio amide ligands resulted in the formation of the R-configured product, whereas the use of the corresponding hydroxamic acid- or hydrazide ligands selectively gave the S-alcohol.

Structure/activity investigations revealed that the stereochemical outcome of the catalytic reaction depends on the ligand mode of coordination.

In the second part, an Fe hydrogenase active site model complex with a labile amine ligand has been synthesized and studied. The aim of this study was to find a complex that efficiently catalyzes the reduction of protons to molecular hydrogen under mild conditions. We found that the amine ligand functions as a mimic of the loosely bound ligand which is part of the active site in the hydrogenase.

Further, an Fe hydrogenase active site model complex has been coupled to a photosensitizer with the aim of achieving light induced hydrogen production. The redox properties of the produced complex are such that no electron transfer from the photosensitizer part to the Fe moiety occurs.

In the last part of this thesis, the development of a protocol for the transfer hydrogenation of ketones to secondary alcohols without the involvement of transition metal catalysts is described. A variety of ketones were efficiently reduced in 2-propanol using catalytic amounts of alkali alkoxide under microwave irradiation.

Place, publisher, year, edition, pages
Stockholm: Institutionen för organisk kemi, 2007
transition metals, catalysis, bioinorganic chemistry, hydrides
National Category
Organic Chemistry
Research subject
Organic Chemistry
urn:nbn:se:su:diva-7187 (URN)978-91-7155-539-7 (ISBN)
Public defence
2007-12-14, Magnélisalen, Kemiska övningslaboratoriet, Svante Arrhenius väg 12 A, Stockholm, 10:00 (English)
Available from: 2007-11-22 Created: 2007-11-14 Last updated: 2015-10-18Bibliographically approved

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