Azoporphyrin : the porphyrin analogue of azobenzene

Esdaile, Louisa J., Jensen, Paul, McMurtrie, John C., & Arnold, Dennis P. (2007) Azoporphyrin : the porphyrin analogue of azobenzene. Angewandte Chemie International Edition, 46(12), pp. 2090-2093.

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Azobenzenes (1,2-diaryldiazenes) are very important organic pigments, and they have a unique place in the field of photoresponsive conjugated molecules due to their (usually) reversible E/Z photoisomerisation. The current intense interest in molecular analogues of mechanical components and information storage and processing elements has stimulated research into conjugated molecules whose shape and/or optical properties can be switched electro- or photochemically. Among the classes of conjugated pigments being explored in these contexts are the porphyrinoids, which offer advantages of intense light absorption, a variety of accessible oxidation states, and synthetic control of properties through peripheral or central substitution. Extension of porphyrinoid conjugation can be achieved by linking the peripheral carbons either by three direct bonds (as in the “porphyrin tapes” of Osuka et al.) or through potentially conjugating bridges such as alkenes or, even better, alkynes.

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ID Code: 40625
Item Type: Journal Article
Refereed: Yes
Keywords: porphyrinoids, azo compounds, crystal structure, copper-catalysed coupling, absorption spectroscopy
DOI: 10.1002/anie.200604658
ISSN: 1433-7851
Subjects: Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000) > ORGANIC CHEMISTRY (030500) > Organic Chemical Synthesis (030503)
Divisions: Past > Schools > Chemistry
Past > QUT Faculties & Divisions > Faculty of Science and Technology
Copyright Owner: Copyright 2007 John Wiley & Sons
Deposited On: 10 Mar 2011 01:41
Last Modified: 29 Feb 2012 13:39

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