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Ligand‐Accelerated Direct C−H Arylation of BINOL: A Rapid One‐Step Synthesis of Racemic 3,3′‐Diaryl BINOLs
Author(s) -
Yang JinFei,
Wang RongHua,
Wang YinXia,
Yao WeiWei,
Liu QiSheng,
Ye Mengchun
Publication year - 2016
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/anie.201607893
Subject(s) - ligand (biochemistry) , combinatorial chemistry , rhodium , chemistry , catalysis , stereochemistry , organic chemistry , receptor , biochemistry
An ortho ‐selective rhodium‐catalyzed direct C−H arylation of 1,1′‐bi‐2‐naphthol (BINOL), to deliver the widely used but not easily available 3,3′‐diaryl BINOL, has been developed. This highly efficient one‐step synthetic approach is the shortest route to date and is greatly facilitated by the newly developed ligand system comprising t Bu 2 PCl, Ph 2 ‐cod, and Cy 3 P⋅HBF 4 . In addition, the same procedure can facilitate the challenging syntheses of 3‐bulkyaryl BINOLs in good to excellent yields.