Strain-assisted α-cleavage reactions of thioketones: Cyclobutanethiones

K. Muthuramu, B. Sundari, Vaidhyanathan Ramamurthy

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Abstract

Photochemical α-cleavage from the lowest triplet state (nπ*, T1), 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 undergo 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. α-Cleavage processes in the case of cyclobutanethiones are not efficient and are often accompanied by side reactions.

Original languageEnglish
Pages (from-to)4482-4487
Number of pages6
JournalJournal of Organic Chemistry
Volume48
Issue number24
StatePublished - Dec 1 1983
Externally publishedYes

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ASJC Scopus subject areas

  • Organic Chemistry

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Strain-assisted α-cleavage reactions of thioketones : Cyclobutanethiones. / Muthuramu, K.; Sundari, B.; Ramamurthy, Vaidhyanathan.

In: Journal of Organic Chemistry, Vol. 48, No. 24, 01.12.1983, p. 4482-4487.

Research output: Contribution to journalArticle

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