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Synthesis and structural studies on the chiral phosphine-NHC rhodium and palladium complexes for their performances in the metal-catalyzed reactions

Author:
Gu, Peng, Xu, Qin, Shi, Min
Source:
Tetrahedron 2014 v.70 pp. 7886-7892
ISSN:
0040-4020
Subject:
X-ray diffraction, alcohols, anions, catalytic activity, chemical reactions, chemical structure, ligands, palladium, rhodium
Abstract:
Diverse chiral rhodium and palladium complexes ligated with phosphine-functionalized N-heterocyclic carbene ligands based on 1,1′-binaphthyl backbone have been synthesized. The structures of these phosphine-NHC rhodium and palladium complexes have been confirmed by X-ray diffraction analysis. The different sizes of the N-substituents from the NHC-P rhodium complexes had an inverse relationship with their ability of chiral induction, which was accounted by the Rh-catalyzed asymmetric hydrosilylation of acetophenone to afford corresponding chiral alcohol with up to 72% ee. The NHC-P palladium complexes connected with different kinds of coordination anions were also applied in the Suzuki and Heck reactions. The acetate-coordinated NHC-P palladium complex exhibited better catalytic activity to give the products in excellent yield under mild conditions.
Agid:
5514233