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 |
|---|---|
| Pages (from-to) | 2719-2723 |
| Number of pages | 5 |
| Journal | Tetrahedron |
| Volume | 39 |
| Issue number | 16 |
| DOIs | |
| State | Published - Jan 1 1983 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery
Cite this
Photofragmentation reactions of dithiolactones. / Muthuramu, Kayambu; Sundari, Bhagavathi; Ramamurthy, Vaidhyanathan.
In: Tetrahedron, Vol. 39, No. 16, 01.01.1983, p. 2719-2723.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Photofragmentation reactions of dithiolactones
AU - Muthuramu, Kayambu
AU - Sundari, Bhagavathi
AU - Ramamurthy, Vaidhyanathan
PY - 1983/1/1
Y1 - 1983/1/1
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.
UR - http://www.scopus.com/inward/record.url?scp=2142748782&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=2142748782&partnerID=8YFLogxK
U2 - 10.1016/S0040-4020(01)91983-0
DO - 10.1016/S0040-4020(01)91983-0
M3 - Article
AN - SCOPUS:2142748782
VL - 39
SP - 2719
EP - 2723
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 16
ER -