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Separation of the Enantiomers of 2,2′‐Dihydroxy‐1, 1′‐binaphthyl and 10,10′‐Dihydroxy‐9,9′‐biphenanthryl by Complexation with N ‐Alkylcinchonidinium Halides
Author(s) -
Tanaka Koichi,
Okada Toru,
Toda Fumio
Publication year - 1993
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199311471
Subject(s) - substituent , enantiomer , halide , chemistry , alkyl , diol , stereochemistry , medicinal chemistry , polymer chemistry , organic chemistry
The separation of racemates of C 2 ‐symmetric biaryldiols , important starting materials for numerous ligands in asymmetric synthesis, can be achieved by using commercially available cinchonidinium halides 1 , X = Cl, Br. In the first separation step inclusion complexes are formed from 1 and the diol; the alkyl substituent at the bridgehead N atom is decisive for the complexation behavior.