Structural and electronic properties of 3,3-azothiophene photo-switching systems

Huddleston, P.R., Volkov, V.V. and Perry, C.C. ORCID: 0000-0003-1517-468X, 2019. Structural and electronic properties of 3,3-azothiophene photo-switching systems. Physical Chemistry Chemical Physics, 21 (3), pp. 1344-1353. ISSN 1463-9076

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Abstract

Diversity of photo-switching structural elements open up new opportunities in the engineering of light driven reshaping of matter, in catalysis on-click including photodynamic cancer therapy, in light sensitive transport control and in data storage. Assisted with quantum calculations we explore the photo-physical properties of novel 3,3-azothiophene molecular systems, the synthesis of which we reported recently. In the considered azothiophenes, upon exposure to radiation at 365 nm and at 530 nm, we observed effective anti(trans) to syn(cis) and syn(cis) to anti(trans) isomerization of the -N=N- moiety, respectively. In contrast to azobenzene based photo-switchable molecular systems, the syn(cis) to anti(trans) isomerization in the azothiophenes studied, does not take place at 22 oC in the dark. Temperature dependent experiments and theoretical studies suggest a slightly higher barrier for such processes than for azobenzene which we attribute to specific structural and electronic properties of the thiophene ring and the nature of the side groups. We discuss the potential of the observed properties in the development of novel molecular photo-switching machinery to promote biocatalytic applications at interfaces.

Item Type: Journal article
Publication Title: Physical Chemistry Chemical Physics
Creators: Huddleston, P.R., Volkov, V.V. and Perry, C.C.
Publisher: Royal Society of Chemistry
Date: 21 January 2019
Volume: 21
Number: 3
ISSN: 1463-9076
Identifiers:
NumberType
10.1039/c8cp06059bDOI
Divisions: Schools > School of Science and Technology
Record created by: Linda Sullivan
Date Added: 17 Dec 2018 11:45
Last Modified: 11 Dec 2019 03:00
URI: http://irep.ntu.ac.uk/id/eprint/35352

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