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Novel Achiral Biphenol‐Derived Diastereomeric Oxovanadium( IV ) Complexes for Highly Enantioselective Oxidative Coupling of 2‐Naphthols
Author(s) -
Luo Zhibin,
Liu Quanzhong,
Gong Liuzhu,
Cui Xin,
Mi Aiqiao,
Jiang Yaozhong
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20021202)41:23<4532::aid-anie4532>3.0.co;2-5
Subject(s) - diastereomer , moiety , enantioselective synthesis , yield (engineering) , oxidative coupling of methane , biphenyl , chemistry , stereochemistry , oxidative phosphorylation , catalysis , combinatorial chemistry , organic chemistry , materials science , biochemistry , metallurgy
Chiral binaphthols 3 were obtained by oxidative coupling of 2‐naphthols in the presence of achiral biphenol‐derived diastereomeric V IV oxo complexes. Despite its conformationally flexible biphenyl moiety, the best catalyst 2 (90–97 % ee , 62–99 % yield) exhibits comparable or even higher enantioselectvities than an analogue with an optically pure 1,1′‐binaphthyl group.