Ternary ion-pair complexation: a protocol for chiral discrimination and the assignment of absolute configuration of chiral hydroxy acids

Chaudhari, Sachin Rama and Suryaprakash, N (2013) Ternary ion-pair complexation: a protocol for chiral discrimination and the assignment of absolute configuration of chiral hydroxy acids. In: NEW JOURNAL OF CHEMISTRY, 37 (12). pp. 4025-4030.

PDF New_jl_Che_37-12 -4025_2013_ - Published Version Restricted to Registered users only Download (1MB) | Request a copy

Abstract

The study demonstrates the utility of ternary ion-pair complex formed among BINOL (1,1'-Bi-2-naphthol), a carboxylic acid and an organic base, such as, dimethylpyridine (DMAP), 1,4-diazabicyclo2.2.2]octane (DABCO), as a versatile chiral solvating agent (CSA) for the enantiodiscrimination of carboxylic acids, measurement of enantiomeric excess (ee) and the assignment of absolute configuration of hydroxy acids. The proposed mechanism of ternary complex has wider application for testing the enantiopurity owing to the fact that the binary mixture using BINOL alone does not serve as a solvating agent for their discrimination. In addition, the developed protocol has an excellent utility for the assignment of the absolute configurations of hydroxy acids.

Item Type:	Journal Article
Publication:	NEW JOURNAL OF CHEMISTRY
Publisher:	ROYAL SOC CHEMISTRY
Additional Information:	copyright for this article belongs to ROYAL SOC CHEMISTRY,ENGLAND
Department/Centre:	Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited:	28 Dec 2013 06:19
Last Modified:	28 Feb 2019 11:59
URI:	http://eprints.iisc.ac.in/id/eprint/47993

Actions (login required)

View Item