Binaphthyl-bridged bis-imidazolinium salts as N-heterocyclic carbene ligand precursors in the palladium-catalyzed Heck reaction  

作　　者：WU Hui, JIN Can, HUANG GuoLi, WANG LianJun, JIANG JuLi & WANG LeYong Key Laboratory of Mesoscopic Chemistry of Ministry of Education School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China 

出　　处：《Science China Chemistry》2011年第6期951-956,共6页中国科学（化学英文版）

基　　金：support from the National Natural Science Foundation of China (20932004, 21072093);the National Basic Research Program of China (2011CB808600);the Program for New Century Excellent Talents in University (NCET-07-0425);the Doctoral Fund of Ministry of Education of China (20090091110017)

摘　　要：Two new bis-imidazolinium salts (4a, 4b) have been synthesized as precursors of N-heterocyclic carbenes (NHCs) from the commercially available (R)-2,2′-dihydroxy-1,1′-binaphthalene. The two bis-imidazolinium salts were used as efficient precursor of NHC ancillary ligands in the palladium-catalyzed Heck reaction. Good to excellent yields and high stereoselectivities were obtained with ethyl acrylate, acrylonitrile, and acrylamide as starting materials. The structure of bis-imidazolinium salt 4b was further characterized by single crystal X-ray diffraction analysis.Two new bis-imidazolinium salts （4a, 4b） have been synthesized as precursors of N-heterocyclic carbenes （NHCs） from the commercially available （R）-2,2′-dihydroxy-1,1′-binaphthalene. The two bis-imidazolinium salts were used as efficient precursor of NHC ancillary ligands in the palladium-catalyzed Heck reaction. Good to excellent yields and high stereoselectivities were obtained with ethyl acrylate, acrylonitrile, and acrylamide as starting materials. The structure of bis-imidazolinium salt 4b was further characterized by single crystal X-ray diffraction analysis.

关 键 词：N-heterocyclic carbenes Heck reaction PALLADIUM imidazolinium salts 

分 类 号：O643.32[理学—物理化学]