C,O-Chelated BINOL/Gold(III) Complexes: Synthesis and Catalysis with Tunable Product Profiles.
Unprecedented stable BINOL/gold(III) complexes, adopting a novel C,O-chelation mode, were synthesized by a modular approach through combination of 1,1'-binaphthalene-2,2'-diols (BINOLs) and cyclometalated gold(III) dichloride complexes [(C^N)AuCl2]. X-ray crystallographic analysis revealed that the bidentate BINOL ligands tautomerized and bonded to the AuIIIatom through C,O-chelation to form a five-membered ring instead of the conventional O,O'-chelation giving a seven-membered ring. These gold(III) complexes catalyzed acetalization/cycloisomerization and carboalkoxylation of ortho-alkynylbenzaldehydes with trialkyl orthoformates.
State Key Laboratory of Chirosciences, Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, China.
Jian-Fang
JF
Cui
State Key Laboratory of Chirosciences, Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, China.
Hok-Ming
HM
Ko
State Key Laboratory of Chirosciences, Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, China.
Ka-Pan
KP
Shing
State Key Laboratory of Chirosciences, Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, China.
Jie-Ren
JR
Deng
State Key Laboratory of Chirosciences, Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, China.
Nathanael Chun-Him
NC
Lai
State Key Laboratory of Chirosciences, Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, China.
Man-Kin
MK
Wong
chelates; gold; isomerization; ligand effects; structure elucidation