Lamellar organic thin films through self-assembly and molecular recognition

Holder, Simon J. and Elemans, Johannes A. A. W. and Donners, J.M. and Boerakker, Mark J. and de Gelder, R. and Barbera, J. and Rowan, Alan E. and Nolte, Roeland J.M. (2001) Lamellar organic thin films through self-assembly and molecular recognition. Journal of Organic Chemistry, 66 (2). pp. 391-399. ISSN 0022-3263. (Full text available)

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Abstract

Molecular clips possessing U-shaped cavities have been functionalized on their convex side with long aliphatic tails. These molecules form dimers which self-assemble into malleable lamellar thin films. Upon addition of a guest (methyl 3,5-dihydroxybenzoate), a 1:1 host-guest complex is formed, which prohibits clip dimerization. As a result, the lamellar structure of the material is lost. Complexation of 3,5-dihydroxybenzoic acid in the clip results in host-guest complexes which dimerize by hydrogen bonding interactions between the carboxylic acid functions of the bound guests. This dimerization restores the lamellar type architecture of the material.

Item Type: Article
Additional information: 34 AMER CHEMICAL SOC
Uncontrolled keywords: HYDROGEN-BONDED NETWORKS; BINDING FEATURES; GUEST-BINDING; CLIPS; NANOSTRUCTURES; CRYSTALS; DIPHENYLGLYCOLURIL; WATER
Subjects: Q Science > QD Chemistry
Divisions: Faculties > Science Technology and Medical Studies > School of Physical Sciences > Functional Materials Group
Faculties > Science Technology and Medical Studies > School of Physical Sciences
Depositing User: Simon Holder
Date Deposited: 26 Jun 2008 14:39
Last Modified: 22 May 2014 10:34
Resource URI: http://kar.kent.ac.uk/id/eprint/2547 (The current URI for this page, for reference purposes)
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