Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 27th March 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 3, 2019
Previous Article Next Article

The structural and electronic properties of 3,3′-azothiophene photo-switching systems

Author affiliations

Abstract

A diversity of photo-switching structural elements opens 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. With the assistance of 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 ultraviolet and visible radiation, we observed effective anti(trans) to syn(cis) and syn(cis) to anti(trans) isomerization of the –N[double bond, length as m-dash]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 °C in the dark. Temperature dependent experiments and theoretical studies suggest a slightly higher barrier for such processes than for azobenzene, which we attribute to the 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.

Graphical abstract: The structural and electronic properties of 3,3′-azothiophene photo-switching systems

Back to tab navigation

Supplementary files

Publication details

The article was received on 27 Sep 2018, accepted on 11 Dec 2018 and first published on 11 Dec 2018


Article type: Paper
DOI: 10.1039/C8CP06059B
Citation: Phys. Chem. Chem. Phys., 2019,21, 1344-1353

  •   Request permissions

    The structural and electronic properties of 3,3′-azothiophene photo-switching systems

    P. R. Huddleston, V. V. Volkov and C. C. Perry, Phys. Chem. Chem. Phys., 2019, 21, 1344
    DOI: 10.1039/C8CP06059B

Search articles by author

Spotlight

Advertisements