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Strain-Assisted \alpha-Cleavage Reactions of Thioketones: Cyclobutanethiones

Muthuramu, K and Sundari, B and Ramamurthy, V (1983) Strain-Assisted \alpha-Cleavage Reactions of Thioketones: Cyclobutanethiones. In: Journal of Organic Chemistry, 48 (24). pp. 4482-4487.

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Photochemical \alpha -cleavage from the lowest triplet state $(n\pi^*, T_1)$, resulting in the generation of a diradical intermediate, appears to be general for cyclobutanethiones. The diradical intermediate derived from 1,3-dithione is observed to undergoes ring expansion to carbene or close to either dithione or dithiolactone. The Photochemical behavior reported here for cyclobutanethiones is different from that of the corresponding cyclobutanones. \alpha-Cleavage processes in the case of cyclobutanethiones are not efficient and are often accompanied by side reactions.

Item Type: Journal Article
Publication: Journal of Organic Chemistry
Publisher: American Chemical Society
Additional Information: Copyright of this article belongs to American Chemical Society.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 14 Jul 2008
Last Modified: 19 Sep 2010 04:47
URI: http://eprints.iisc.ac.in/id/eprint/15020

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