Cyclodextrin complexation of the stilbene 4-(2-(4-Tert-butylphenyl)ethen-1-yl)benzoate and the self-assembly of molecular devices
Date
2004
Authors
Lock, J.
May, B.
Clements, P.
Lincoln, S.
Easton, C.
Editors
Advisors
Journal Title
Journal ISSN
Volume Title
Type:
Journal article
Citation
Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2004; 50(1):13-18
Statement of Responsibility
Julia Lock, Bruce May; Philip Clements, Stephen Lincoln and Christopher Easton
Conference Name
Abstract
E-4-(2-(4-tert-butylphenyl)ethen-1-yl)benzoate, E-1<sup>-</sup>, photoisomerizes to the Z-1<sup>-</sup> isomer and vice versa in the free state and in the binary complexes 2·E-1<sup>-</sup>, 2·Z-1<sup>-</sup>, 3·E-1<sup>-</sup> and 3·Z-1<sup>-</sup> where 2 is the urea-linked cyclodextrin N-(6<sup>A</sup>-deoxy-α-cyclodextrin-6<sup>A</sup>-yl)- N′-(6<sup>A</sup>-deoxy-β-cyclodextrin-6<sup>A</sup>-yl)urea and 3 is N,N-bis(6<sup>A</sup>-deoxy-β-cyclodextrin-6<sup>A</sup>-yl)urea. In 2·E-1<sup>-</sup> and 3·E-1<sup>-</sup> the stilbene occupies both cyclodextrin (CD) components of 2 and 3, whereas in 2·Z-1<sup>-</sup> and 3·Z-1<sup>-</sup> it only occupies one CD component while the other CD component is unoccupied. 4-tert-Butylphenolate, 4<sup>-</sup>, and its carboxylate, 5<sup>-</sup>, and sulfonate, 6<sup>-</sup>, analogues form the ternary complex 2·Z-1<sup>-</sup>·4<sup>-</sup> and its analogues and also 3·Z-1<sup>-</sup>·4<sup>-</sup> and its analogues. These photoisomerize to 2·E-1<sup>-</sup> and 3·E-1<sup>-</sup> and either free 4<sup>-</sup>, 5<sup>-</sup> or 6<sup>-</sup> and thereby function as molecular devices.
School/Discipline
Dissertation Note
Provenance
Description
The original publication can be found at www.springerlink.com Copyright © 2004 Kluwer Academic Publishers. Printed in the Netherlands.