Cyclodextrin Complexation of the Stilbene 4-(2-(4-Tert-butylphenyl)ethen-1-yl)- benzoate and the Self-assembly of Molecular Devices |
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Authors: | Julia S Lock Bruce L May Philip Clements Stephen F Lincoln Christopher J Easton |
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Institution: | (1) Department of Chemistry, University of Adelaide, Adelaide, SA 5005, Australia;(2) Research School of Chemistry, Australian National University, Canberra, ACT 0200, Australia |
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Abstract: | E-4-(2-(4- tert - butylphenyl) ethen-1- yl)benzoate, E-1–, photoisomerizes to the Z-1– isomer and vice versa in the free state and in the binary complexes 2·E-1–, 2·Z-1–, 3·E-1– and 3·Z-1– where 2 is the urea-linked cyclodextrin N-(6
A
-deoxy--cyclodextrin-6
A
- yl)-N-(6
A
-deoxy--cyclodextrin-6
A
- yl)urea and 3 is N,N- bis(6
A
-deoxy--cyclodextrin-6
A
- yl)urea. In 2·E-1–and 3·E-1– the stilbene occupies both cyclodextrin (CD) components of 2 and 3, whereas in 2·Z-1– and 3·Z-1– it only occupies one CD component while the other CD component is unoccupied. 4- tert - Butylphenolate, 4–, and its carboxylate, 5–, and sulfonate, 6–, analogues form the ternary complex 2·Z-1–·4– and its analogues and also 3·Z-1–·4– and its analogues. These photoisomerize to 2·E-1–and 3·E-1– and either free 4–, 57– or 6– and thereby function as molecular devices. |
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Keywords: | s>complexation cyclodextrin molecular device photoisomerization |
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