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Issue 13, 2012
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Kinetic analysis of the thermal isomerisation pathways in an asymmetric double azobenzene switch

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Abstract

Here we report a photochemical and kinetic study of the thermal relaxation reaction of a double azobenzene system, in which two azobenzene photochromic units are connected via a phenyl ring. Upon UV irradiation, three thermally unstable isomers are formed. Kinetic studies using arrayed 1H-NMR spectroscopy revealed four distinct barriers for the thermal reversion to the stable isomer. The double isomerised Z,Z-2 can revert thermally to the E,E-2 isomer via either of two isomerisation pathways. The thermal Z to E isomerisations are not significantly affected by the state of the neighbouring azo-switching unit in the meta position. These findings are supported by quantum chemical calculations on the thermal Z to E isomerisation.

Graphical abstract: Kinetic analysis of the thermal isomerisation pathways in an asymmetric double azobenzene switch

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Supplementary files

Article information


Submitted
27 Nov 2011
Accepted
23 Jan 2012
First published
24 Jan 2012

Phys. Chem. Chem. Phys., 2012,14, 4374-4382
Article type
Paper

Kinetic analysis of the thermal isomerisation pathways in an asymmetric double azobenzene switch

J. Robertus, S. F. Reker, T. C. Pijper, A. Deuzeman, W. R. Browne and B. L. Feringa, Phys. Chem. Chem. Phys., 2012, 14, 4374
DOI: 10.1039/C2CP23756C

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