Supramolecular assembly in cinnamate structures: The influence of the ammonium ion and halogen interactions

Chowdhury, Masrur and Kariuki, Benson ORCID: https://orcid.org/0000-0002-8658-3897 2006. Supramolecular assembly in cinnamate structures: The influence of the ammonium ion and halogen interactions. Crystal Growth & Design 6 (3) , pp. 774-780. 10.1021/cg050604k

Full text not available from this repository.

Abstract

The role of the ammonium ion in directing self-assembly has been investigated, and the effect on the structure of changing halogen substituents has been examined. Ammonium 3-chloro- and 3-bromocinnamates, as well as ammonium 3-chlorocinnamate/3-chlorocinnamic acid and ammonium 3-bromocinnamate/3-bromocinnamic acid, have been synthesized and structurally characterized. The structures are layered with hydrophilic regions and double layers of anions. The ammonium ion tethers neighboring anions in a head-to-head relationship ca. 4 Å apart, the ideal distance for photoreaction. Changing the hydrogen bond donor-to-acceptor ratio from 2:1 to 5:4 does not change the general characteristics of the structures. Replacement of the meta ring substituent results in different structures. Apart from ammonium 3-chlorocinnamate/cinnamic acid, in which the double bonds are not parallel, the anion/acid units adopt the ideal geometry (distance and orientation) for photodimerization in all the other structures.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Schools > Chemistry
Subjects:	Q Science > QD Chemistry
Publisher:	American Chemical Society
ISSN:	1528-7483
Last Modified:	24 Oct 2022 11:11
URI:	https://orca.cardiff.ac.uk/id/eprint/47228

Citation Data

Cited 14 times in Scopus. View in Scopus. Powered By Scopus® Data

Actions (repository staff only)

Edit Item