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Article << Previous     |     Next >>   Contents Vol 65(12)

Iron-Catalyzed Enantioselective Reactions Through the Use of Chiral Bipyridine-Containing Ligands

Baptiste Plancq A and Thierry Ollevier A B

A Département de chimie, Université Laval, 1045 avenue de la Médecine, Québec, G1V 0A6 (Qc), Canada.
B Corresponding author. Email: thierry.ollevier@chm.ulaval.ca

Australian Journal of Chemistry 65(12) 1564-1572 http://dx.doi.org/10.1071/CH12354
Submitted: 28 July 2012  Accepted: 31 August 2012   Published: 9 October 2012

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Recent examples highlighted the use of iron salts in combination with chiral bipyridine-containing ligands for highly enantioselective reactions. Very high enantioselectivities were obtained for various organic transformations, such as oxidation, Mukaiyama aldol and epoxide-opening reactions. These examples represent new entries in the field of green chemistry and sustainable development.


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[18]  CCDC 828098 ([1·Fe·DME·H2O]2+·2ClO4). These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.au.uk/data_request/cif.

[19]  During our studies, the heptacoordination around Fe was confirmed by two other X-ray structures: CCDC 850236 ([1·Fe·2MeCN·H2O]2+·2ClO4) and CCDC 864123 ([1·Fe·2THF·H2O]2+·2Br). These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.au.uk/data_request/cif.

[20]  Fe(ClO4)2·6H2O (1.0 equiv), Bolm’s ligand (3.0 equiv), and benzoic acid (1.2 equiv) were solubilized in acetonitrile. After 0.5 h, a clear orange solution was obtained and the solvent was evaporated.

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