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Pure Appl. Chem. 75(8), 1055-1060, 2003

Pure and Applied Chemistry

Vol. 75, Issue 8

Photoinduced dynamics in hydrogen-bonded rotaxanes

Albert M. Brouwer1,** Sandro M. Fazio1, Céline Frochot1, Francesco G. Gatti2, David A. Leigh2,***, Jenny K.Y.Wong2, and George W. H.Wurpel1

1University of Amsterdam, Institute of Molecular Chemistry, Nieuwe Achtergracht 129, 1018 WS Amsterdam, The Netherlands; 2School of Chemistry, University of Edinburgh, The King’s Buildings, West Mains Road, Edinburgh EH9 3JJ, UK

Abstract: Two classes of rotaxanes are described in which photoinduced processes modulate a large-amplitude motion. In the first type, E–Z-isomerization of a fumaric diamide unit to a maleic diamide leads to a substantial weakening of the hydrogen bonds between the diamide and the macrocyclic ring that surrounds it. As a result, the rate of the pirouetting motion is increased approximately by six orders of magnitude. In the second type, intermolecular photoinduced electron transfer is used to induce a reversible shuttling motion on a time scale of microseconds. Medium effects on the rate of shuttling are presented.

* Lectures presented at the XIXth IUPAC Symposium on Photochemistry, Budapest, Hungary, 14�19 July 2002. Other presentations are published in this issue, pp.999�1090.
** Corresponding author
***E-mail: [email protected]


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