Issue 19, 2011
From the journal:

Organic & Biomolecular Chemistry

New synthetic route to substituted dihydroazulene photoswitches†

Louise Skov,a   Michael Åxman Petersen,a   Søren Lindbæk Broman,a   Andrew D. Bondb  and  Mogens Brøndsted Nielsen*a  

* Corresponding authors

a Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø, Denmark
E-mail: mbn@kiku.dk
Fax: +45 3532 0212
Tel: +45 3532 0210

b Institute of Physics and Chemistry, University of Southern Denmark, Campusvej 55, DK-5230 Odense M, Denmark

Abstract

A new procedure for functionalization of the dihydroazulene photoswitch on its seven-membered ring was developed, which has allowed isolation of the first dihydroazulene with a phenyl substituent at position 5 from a mixture of regioisomers. Light-induced ring-opening to the corresponding vinylheptafulvene and the thermal back-reaction was studied in detail.

Graphical abstract: New synthetic route to substituted dihydroazulene photoswitches

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Article information

DOI
https://doi.org/10.1039/C1OB06059G
Article type
Communication
Submitted
30 Jun 2011
Accepted
22 Jul 2011
First published
25 Jul 2011

Org. Biomol. Chem., 2011,9, 6498-6501

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New synthetic route to substituted dihydroazulene photoswitches

L. Skov, M. Å. Petersen, S. L. Broman, A. D. Bond and M. B. Nielsen, Org. Biomol. Chem., 2011, 9, 6498 DOI: 10.1039/C1OB06059G

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