Asymmetric Synthesis of Chiral Seven-Membered NHCs, Their Transition-Metal Complexes and Application in Asymmetric ­Catalysis

Dedicated to Professor Guoqiang Lin on the occasion of his 80^th birthday

Abstract

A series of new chiral seven-membered NHCs were synthesized via Ru-catalyzed asymmetric hydrogenation reactions as the key step. Transition metal such as Rh, Ir and Au can coordinate to the developed NHCs. The crystal structures of the chiral seven-membered NHCs and their transition-metal complexes show a nonplanar framework with torsional twist. Furthermore, the chiral NHCs were applied in asymmetric hydrosilylation reactions, and the corresponding product was obtained with >95% yield and up to 83% ee.

Key words

asymmetric hydrogenation - chiral NHCs - carbene complexes - hydrosilylation - 8,8′-biquinolines

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