Photofragmentation reactions of dithiolactones

Kayambu Muthuramu; Bhagavathi Sundari; Vaidhyanathan Ramamurthy

doi:10.1016/S0040-4020(01)91983-0

Photofragmentation reactions of dithiolactones

Kayambu Muthuramu, Bhagavathi Sundari, Vaidhyanathan Ramamurthy

Research output: Contribution to journal › Article

20 Scopus citations

Abstract

The occurrence of Norrish type-I α-cleavage has been established in β-dithiolactones, involving the n-π* singlet state (diradical and carbene reactive intermediates). Concerted ring expansion to a thiacarbene from the excited state is suggested to be responsible for the formation, at least in part, of one of the cyclic thioacetals. Although this α-cleavage process is similar to that of corresponding β-lactones, the behaviour of the resulting intermediates is different.

Original language	English (US)
Pages (from-to)	2719-2723
Number of pages	5
Journal	Tetrahedron
Volume	39
Issue number	16
DOIs	https://doi.org/10.1016/S0040-4020(01)91983-0
State	Published - 1983
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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Muthuramu, K., Sundari, B., & Ramamurthy, V. (1983). Photofragmentation reactions of dithiolactones. Tetrahedron, 39(16), 2719-2723. https://doi.org/10.1016/S0040-4020(01)91983-0

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author = "Kayambu Muthuramu and Bhagavathi Sundari and Vaidhyanathan Ramamurthy",

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AU - Muthuramu, Kayambu

AU - Sundari, Bhagavathi

AU - Ramamurthy, Vaidhyanathan

PY - 1983

Y1 - 1983

N2 - The occurrence of Norrish type-I α-cleavage has been established in β-dithiolactones, involving the n-π* singlet state (diradical and carbene reactive intermediates). Concerted ring expansion to a thiacarbene from the excited state is suggested to be responsible for the formation, at least in part, of one of the cyclic thioacetals. Although this α-cleavage process is similar to that of corresponding β-lactones, the behaviour of the resulting intermediates is different.

AB - The occurrence of Norrish type-I α-cleavage has been established in β-dithiolactones, involving the n-π* singlet state (diradical and carbene reactive intermediates). Concerted ring expansion to a thiacarbene from the excited state is suggested to be responsible for the formation, at least in part, of one of the cyclic thioacetals. Although this α-cleavage process is similar to that of corresponding β-lactones, the behaviour of the resulting intermediates is different.

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