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Design, synthesis, and evaluation of bile acid-based molecular tweezers

DSouza, Lawrence J and Maitra, Uday (1996) Design, synthesis, and evaluation of bile acid-based molecular tweezers. In: Journal of Organic Chemistry, 61 (26). pp. 9494-9502.

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo9607525


A family of bile acid-based molecular tweezers (7-9) has been constructed readily from simple precursors. Binding experiments with various electron deficient aromatic compounds showed that tweezer 8 binds trinitrofluorenone 10e with an association constant of 220 M(-1) in CDCl3. Single-crystal X-ray analysis of compound 8 shows aromatic-aromatic interactions producing a two-dimensional lattice of pyrene units. Tweezer 8 was immobilized on Merrifield resin, and binding studies have shown that these data compare well with those of the solution state studies.

Item Type: Journal Article
Publication: Journal of Organic Chemistry
Publisher: American chemical society
Additional Information: Copyright of this article belongs to American chemical society.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 07 May 2011 05:49
Last Modified: 07 May 2011 05:49
URI: http://eprints.iisc.ac.in/id/eprint/37106

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