Skip to main content

Lamellar organic thin films through self-assembly and molecular recognition

Holder, Simon J., Elemans, Johannes A. A. W., Donners, J.M., Boerakker, Mark J., de Gelder, R., Barbera, J., Rowan, Alan E., 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. (doi:10.1021/jo0008035) (KAR id:2547)

PDF
Language: English
Download (346kB) Preview
[img]
Preview
Official URL
https://doi.org/10.1021/jo0008035

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
DOI/Identification number: 10.1021/jo0008035
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 > Sciences > School of Physical Sciences > Functional Materials Group
Faculties > Sciences > School of Physical Sciences
Depositing User: Simon Holder
Date Deposited: 26 Jun 2008 14:39 UTC
Last Modified: 01 Aug 2019 10:29 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/2547 (The current URI for this page, for reference purposes)
Holder, Simon J.: https://orcid.org/0000-0001-8977-9257
  • Depositors only (login required):

Downloads

Downloads per month over past year