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Issue 8, 2015
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Benzosulfones as photochemically activated sulfur dioxide (SO2) donors

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Abstract

Sulfur dioxide (SO2) is a gaseous environmental pollutant which is routinely used in industry as a preservative and antimicrobial. Recent data suggests that SO2 may have value as a therapeutic agent. However, due to its gaseous nature, localizing SO2 generation is challenging. Herein, various 1,3-dihydrobenzo[c]thiophene 2,2-dioxides (benzosulfones) were prepared as candidates for photochemically activated sulfur dioxide (SO2) generation. These compounds were found to be stable in buffer but were photolysed upon irradiation with UV light to generate SO2. Our data indicates that photolysis of benzosulfones depends on substituents, and that the presence of electron donating groups results in an enhanced yield of SO2.

Graphical abstract: Benzosulfones as photochemically activated sulfur dioxide (SO2) donors

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Supplementary files

Article information


Submitted
24 Nov 2014
Accepted
16 Dec 2014
First published
16 Dec 2014

Org. Biomol. Chem., 2015,13, 2399-2406
Article type
Paper

Benzosulfones as photochemically activated sulfur dioxide (SO2) donors

S. R. Malwal and H. Chakrapani, Org. Biomol. Chem., 2015, 13, 2399
DOI: 10.1039/C4OB02466D

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