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Issue 7, 2014
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Bi-aryl rotation in phenyl-dihydroimidazoquinoline catalysts for kinetic resolution of arylalkyl carbinols

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Abstract

Chiral nucleophilic catalysts, 6-aryl-phenyl-dihydroimidazoquinolines (PIQs), were designed, synthesised and applied to the kinetic resolution of arylalkyl carbinols with very high selectivity (S) factors (up to 530). Density functional theory calculations indicate that multiple noncovalent interactions play a key role in chiral recognition between 6-aryl-PIQ catalysts and chiral secondary alcohol substrates.

Graphical abstract: Bi-aryl rotation in phenyl-dihydroimidazoquinoline catalysts for kinetic resolution of arylalkyl carbinols

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Article information


Submitted
08 Nov 2013
Accepted
03 Dec 2013
First published
03 Dec 2013

Catal. Sci. Technol., 2014,4, 1909-1913
Article type
Communication
Author version available

Bi-aryl rotation in phenyl-dihydroimidazoquinoline catalysts for kinetic resolution of arylalkyl carbinols

Z. Wang, J. Ye, R. Wu, Y. Liu, J. S. Fossey, J. Cheng and W. Deng, Catal. Sci. Technol., 2014, 4, 1909
DOI: 10.1039/C3CY00904A

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