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

Physical Chemistry Chemical Physics : PCCP
Jort RobertusBen L Feringa

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 (1)H-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.

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Citations

Feb 28, 2017·Dalton Transactions : an International Journal of Inorganic Chemistry·A TelleriaZ Freixa
Apr 30, 2015·Chemical Society Reviews·Arnaud FiheyDenis Jacquemin
Jul 28, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·J Pérez-MiqueoZ Freixa
Sep 10, 2015·Angewandte Chemie·Luca SchweighauserHermann A Wegner
Dec 12, 2012·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Julia BahrenburgFrank D Sönnichsen
Apr 3, 2014·Organic & Biomolecular Chemistry·Luca SchweighauserHermann A Wegner
Jul 15, 2021·The Journal of Physical Chemistry. a·Daniel M AdrionSteven A Lopez
May 1, 2015·The Journal of Physical Chemistry. a·Gereon Floss, Peter Saalfrank
Jan 12, 2022·Organic & Biomolecular Chemistry·Daniel M Adrion, Steven A Lopez

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