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Issue 10, 2008
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Solar reactions for preparing hindered 7-cis-isomers of dienes and trienes in the vitamin A series

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Abstract

Selective triplet sensitized isomerizations of dienes and trienes in the vitamin A series were accomplished through solar irradiation. The use of Rose Bengal as a photosensitizer for triene derivatives allowed the tapping of the visible region of the sunlight, thereby making a rapid conversion to the desired hindered 7-cis isomers possible. The short exposure time has led to the design of a simple floating solar reactor that eliminated the need of circulating cooling water. That such a very green approach to photochemical reactions could be carried out in a single surfing session, while using the Pacific Ocean as the heat sink, has added an obvious fun component to the photochemical project. Conversion to 7-cis-β-ionol was quantitative, albeit at a slower rate because of the need to use a colorless photosensitizer.

Graphical abstract: Solar reactions for preparing hindered 7-cis-isomers of dienes and trienes in the vitamin A series

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Publication details

The article was received on 29 May 2008, accepted on 21 Jul 2008 and first published on 05 Sep 2008


Article type: Paper
DOI: 10.1039/B809007F
Citation: Green Chem., 2008,10, 1038-1042
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    Solar reactions for preparing hindered 7-cis-isomers of dienes and trienes in the vitamin A series

    Y. Zhao, R. O. Campbell and R. S. H. Liu, Green Chem., 2008, 10, 1038
    DOI: 10.1039/B809007F

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