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A versatile ternary ion pair complex of 2 `-amino-1,1 `-binaphthalen-2-ol for sensing enantiomers and assignment of absolute configuration

Lakshmipriya, Anamalagundam and Sumana, Gaonkar and Suryaprakash, Nagaraja Rao (2017) A versatile ternary ion pair complex of 2 `-amino-1,1 `-binaphthalen-2-ol for sensing enantiomers and assignment of absolute configuration. In: TETRAHEDRON-ASYMMETRY, 28 (10, SI). pp. 1290-1296.

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Official URL: http://dx.doi.org/10.1016/j.tetasy.2017.09.016

Abstract

2'-Amino-1,1'-binaphthalen-2-ol (NOBIN) serves as a versatile chiral solvating agent (CSA) in the presence of trifluoromethanesulfonic acid (TFMS). The formation of a ternary complex has been established by NMR, UV-Vis, fluorescence and IR studies. The mechanism of interactions among the three components in the ternary complex has been proposed and the ternary complex structures of different diastereomers have been established by DFT based theoretical calculations. The present protocol has its ubiquity not only in the analysis of the enantiomeric composition of molecules possessing diverse ftinctionalities, but also in determining the stereospecific assignment of hydroxy acids. (C) 2017 Elsevier Ltd. All rights reserved.

Item Type: Journal Article
Publication: TETRAHEDRON-ASYMMETRY
Additional Information: Copy right for this article belongs to the PERGAMON-ELSEVIER SCIENCE LTD, THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, 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: 23 Dec 2017 08:30
Last Modified: 23 Dec 2017 08:30
URI: http://eprints.iisc.ac.in/id/eprint/58527

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