Symmetry as a new element to control molecular switches

Schweighauser, Luca and Häussinger, Daniel and Neuburger, Markus and Wegner, Hermann A.. (2014) Symmetry as a new element to control molecular switches. Organic and Biomolecular Chemistry, 12 (21). pp. 3371-3379.

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Official URL: http://edoc.unibas.ch/dok/A6348328

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The isomerization properties of an azocarbazole macrocycle in solution were investigated utilizing NMR spectroscopy with in situ irradiation in combination with DFT calculations. It was demonstrated that the position of azo units in a rigid macrocyclic system influences the photoisomerization pathway even if the initial all-E isomer is highly symmetric. Furthermore, the effect of ring strain on lowering the rates of thermal isomerization was demonstrated and a mechanism via an inversion-rotation proposed. The herein presented results and methods give new insights into the general nature of the azobenzene unit. In particular we illustrate the effect of symmetry changes due to macrocyclic arrangement on the photochemical and thermal isomerization properties, which will stimulate future development towards multinary molecular switches.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Nuclear Magnetic Resonance (Häussinger)
UniBasel Contributors:Häussinger, Daniel
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Royal Society of Chemistry
Note:Publication type according to Uni Basel Research Database: Journal article
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Last Modified:29 Mar 2017 14:16
Deposited On:10 Apr 2015 09:12

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