title: Atropisomerism of the C-1-C'-1 axis of 2,2',8,8'-unsubstituted 1,1'-binaphthyl derivatives.
abstract: The Suzuki coupling of optically active (S)-binaphthyl bromide 10 with (S)-binaphthyl boronic acid 11 produced a diastereomeric mixture of tetrahydroxyquaternaphthyls 4. The coupling products 4as well as their derivatives 5-7 can be considered as members of the family of 1,1'-binaphthyl-3,3'-diols. The C-1-C'-1 axis of all these compounds was found to have an unusually high rotational barrier. Generally, the barrier is higher for derivatives having more bulky substituents at the 3 and 3' positions.
authors.affiliation: Department of Chemistry, The Chinese University of Hong Kong, Shatin, NT, Hong Kong, China. hfchow@cuhk.edu.hk
authors.forename: H F
authors.initials: HF
authors.lastname: Chow
authors.forename: C W
authors.initials: CW
authors.lastname: Wan