Chiral N-Heterocyclic Carbene Ligands Derived from 2,2‘-Bipiperidine and Partially Reduced Biisoquinoline: Rhodium and Iridium Complexes in Asymmetric Catalysis
Autor: | Tanasri Bunlaksananusorn, Eberhardt Herdtweck, Florian Rampf, Lars Rodefeld, Wolfgang A. Herrmann, Stephan D. Hoffmann, Denys Baskakov |
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Rok vydání: | 2006 |
Předmět: | |
Zdroj: | Organometallics. 25:2449-2456 |
ISSN: | 1520-6041 0276-7333 |
DOI: | 10.1021/om060098b |
Popis: | New and reliable procedures for the preparation of both enantiomers of 2,2‘-bipiperidine have been developed. Chiral imidazolinium salts derived from 2,2‘-bipiperidine and partially reduced biisoquinoline were prepared in high yields. Rhodium and iridium complexes of new chiral N-heterocyclic carbenes were obtained by transmetalation from corresponding silver(I) complexes. The structures of these complexes were verified by X-ray diffraction. The novel carbenes seem to range between the very electron-rich bis(amido)carbenes and the imidazole-derived carbenes with regard to the electronic ligand properties (IR evidence). Rhodium and iridium complexes were applied to a variety of catalytic asymmetric reactions. Modest enantioselectivities of up to 28% ee were observed. |
Databáze: | OpenAIRE |
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