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Chiral discrimination of secondary alcohols and carboxylic acids by NMR spectroscopy
Author(s) -
Pal Indrani,
Chaudhari Sachin R.,
Suryaprakash Nagaraja Rao
Publication year - 2015
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.4167
Subject(s) - enantiopure drug , chemistry , mandelic acid , enantiomer , carboxylic acid , alcohol , ternary operation , organic chemistry , chiral derivatizing agent , diastereomer , nuclear magnetic resonance spectroscopy , chiral column chromatography , enantioselective synthesis , catalysis , computer science , programming language
The manuscript reports two novel ternary ion‐pair complexes, which serve as chiral solvating agents, for enantiodiscrimination of secondary alcohols and carboxylic acids. The protocol for discrimination of secondary alcohols is designed by using one equivalent mixture each of enantiopure mandelic acid, 4‐dimethylaminopyridine (DMAP) and a chiral alcohol. For discrimination of carboxylic acids, the ternary complex is obtained by one equivalent mixture each of enantiopure chiral alcohol, DMAP and a carboxylic acid. The designed protocols also permit accurate measurement of enantiomeric composition. Copyright © 2014 John Wiley & Sons, Ltd.