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First examples of structurally imposing eight-membered-ring (diazocanylidene) N-heterocyclic carbenes: salts, free carbenes, and metal complexes

Lu, Wei Ye, Cavell, Kingsley John, Wixey, James S. and Kariuki, Benson 2011. First examples of structurally imposing eight-membered-ring (diazocanylidene) N-heterocyclic carbenes: salts, free carbenes, and metal complexes. Organometallics 30 (21) , pp. 5649-5655. 10.1021/om200467x

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Abstract

A series of three chiral, expanded six-membered NHC–palladium(II) complexes was prepared with successively increased sterical demand, while retaining natural d-(+)-camphor as a chiral motif. The catalysts showed different reaction profiles in the asymmetric, intramolecular α-arylation of amides. The molecular structure of two N-heterocyclic and one nitrogen acyclic carbene palladium isonitrile complex was unequivocally determined by X-ray crystallographic analysis. The results reported herein account for a correlation of catalytic activity and enantiodiscrimination in relation to the degree of chiral substitution and steric congestion at the metal center. The modular and convergent synthetic route of these air- and moisture-stable palladium isonitrile complexes underlines the usefulness of this approach.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Cardiff Catalysis Institute (CCI)
Subjects: Q Science > QD Chemistry
Publisher: American Chemical Society
ISSN: 0276-7333
Last Modified: 04 Jun 2017 03:15
URI: http://orca-mwe.cf.ac.uk/id/eprint/18900

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