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In situ approach for testing the enantiopurity of chiral amines and amino alcohols by H-1 NMR

Mishra, Sandeep Kumar and Chaudhari, Sachin Rama and Suryaprakash, N (2014) In situ approach for testing the enantiopurity of chiral amines and amino alcohols by H-1 NMR. In: ORGANIC & BIOMOLECULAR CHEMISTRY, 12 (3). pp. 495-502.

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Official URL: http://dx.doi.org/10.1039/c3ob41671b

Abstract

An in situ approach involving a simple mix and shake method for testing the enantiopurity of primary, secondary and tertiary chiral amines and their derivatives, chiral amino alcohols, by H-1-NMR spectroscopy is developed. The protocol involves the in situ formation of chiral ammonium borate salt from a mixture of C-2 symmetric chiral BINOL, trialkoxyborane and chiral amines. The proposed concept was demonstrated convincingly on a large number of chiral and pro-chiral amines and amino alcohols, and also aids the precise measurement of enantiomeric excess. The protocol can be completed in a couple of minutes directly in the NMR sample tube, without the need for any physical separation.

Item Type: Journal Article
Publication: ORGANIC & BIOMOLECULAR CHEMISTRY
Publisher: ROYAL SOC CHEMISTRY
Additional Information: Copyright for this article belongs to the ROYAL SOC CHEMISTRY,ENGLAND
Department/Centre: Division of Chemical Sciences > NMR Research Centre (Formerly Sophisticated Instruments Facility)
Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited: 11 Feb 2014 10:14
Last Modified: 28 Feb 2019 11:57
URI: http://eprints.iisc.ac.in/id/eprint/48362

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