J. Am. Chem. Soc., 130 (6), 1836 -1838, 2008. 10.1021/ja7102394 S0002-7863(71)00239-7
Web Release Date: January 18, 2008

Copyright © 2008 American Chemical Society

A Chemically-Driven Molecular Information Ratchet

Mónica Alvarez-Pérez, Stephen M. Goldup, David A. Leigh,* and Alexandra M. Z. Slawin

School of Chemistry, University of Edinburgh, The King's Buildings, West Mains Road, Edinburgh, EH9 3JJ, U.K., and the School of Chemistry, University of St. Andrews, Purdie Building, St. Andrews, Fife, KY16 9ST, U.K.

david.leigh@ed.ac.uk

Received November 12, 2007

Abstract:

A chemically driven molecular information ratchet is described. The equilibrium macrocycle distribution in a [2]rotaxane is driven away from its 50:50 population of thread binding sites to a 33:67 ratio by benzoylation under the influence of a chiral catalyst. The reaction corresponds to a dynamic kinetic resolution of rotaxane co-conformers that interconvert through shuttling.


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