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On the Condensed Phase Ring-Closure of Vinylheptafulvalene and Ring-Opening of Gaseous Dihydroazulene
Stockholm University, Faculty of Science, Department of Physics. University of Munich .
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2013 (English)In: Journal of Physical Chemistry A, ISSN 1089-5639, E-ISSN 1520-5215, Vol. 117, no 16, 3340-3347 p.Article in journal (Refereed) Published
Abstract [en]

Dihydroazulenes are interesting because of their photoswitching behavior. While the ring-opening to vinylheptafulvalene (VHF) is light induced, the back reaction is known to proceed thermally. In the present paper, we show the first gas phase study of the ring-opening reaction of 2-phenyl-1,8a-dihydroazulene-1,1-dicarbonitrile (Ph-DHA) by means of time-resolved photoelectron spectroscopy which permits us to follow the ring-opening process. Moreover, we investigated s-trans-Ph-VHF in a series of transient absorption experiments, supported by ab initio computations, to understand the origin of the absence of light-induced ring-closure. The transient absorption results show a biexponential decay governed by a hitherto unknown state. This state is accessed within 1-2 ps and return to the ground state is probably driven through a cis-trans isomerization about the exocyclic C-1=C-2 double bond. The rapid decrease in potential energy disfavors internal rotation to s-cis-Ph-VHF, the structure that would precede the ring-closure reaction.

Place, publisher, year, edition, pages
2013. Vol. 117, no 16, 3340-3347 p.
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Physical Sciences
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URN: urn:nbn:se:su:diva-90360DOI: 10.1021/jp400616cISI: 000318211400010OAI: oai:DiVA.org:su-90360DiVA: diva2:628247
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AuthorCount:9;

Available from: 2013-06-13 Created: 2013-06-03 Last updated: 2017-12-06Bibliographically approved

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