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p-TsOH promotes 2 `-amino-1,1 `-binaphthalene]-2-ol as a chiral solvating agent

Lakshmipriya, A and Chaudhari, Sachin Rama and Suryaprakash, N (2016) p-TsOH promotes 2 `-amino-1,1 `-binaphthalene]-2-ol as a chiral solvating agent. In: NEW JOURNAL OF CHEMISTRY, 40 (9). pp. 8118-8122.

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Official URL: http://dx.doi.org/10.1039/c6nj02101h

Abstract

2'-Amino-1,1'-binaphthalene]-2-ol (NOBIN) fails to serve as a chiral solvating agent (CSA) for acids, hydroxy acids and their derivatives due to its negligibly weak or absence of weak molecular interactions with the chiral analyte. In the present study, we demonstrate the utility of NOBIN as a CSA for discrimination of acids, hydroxy acids and their derivatives with a distinct strategy wherein a third ingredient, p-toluenesulphonic acid (p-TsOH), was introduced as a linker, which induces hydrogen bonding interactions and thus permits the NMR spectroscopic differentiation. The formation of ternary complex is further established by UV-Vis, fluorescence, IR and PXRD studies. Ternion complex structures were optimized by the DFT calculations.

Item Type: Journal Article
Publication: NEW JOURNAL OF CHEMISTRY
Additional Information: Copy right for this article belongs to the ROYAL SOC CHEMISTRY, THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, 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: 22 Oct 2016 10:26
Last Modified: 28 Feb 2019 11:56
URI: http://eprints.iisc.ac.in/id/eprint/55121

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