The stereochemistry of 1,2-photocycloaddition of vinylic compounds to benzene

Richard J. Atkins, Gordon I. Fray, Andrew Gilbert, M. Wahid Bin Samsudin, Andrew J K Steward, Grahame N. Taylor

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

The stereochemistry of the 1,2-photocycloaddition of benzene to acrylonitrile, methyl acrylate, methyl methacrylate, methyl vinyl ketone, ethyl vinyl ether, butyl vinyl ether, 2,3-dihydropyran, and 2,3-dihydro-1,4-dioxin has been investigated. The evidence indicates that exo-1,2-adducts are formed exclusively from all these vinylic compounds except the acrylates and methyl vinyl ketone, which gave mixtures of exo- and endo-stereoisomers.

Original languageEnglish
Pages (from-to)3196-3202
Number of pages7
JournalJournal of the Chemical Society, Perkin Transactions 1
Publication statusPublished - 1979
Externally publishedYes

Fingerprint

Stereochemistry
Stereoisomerism
Benzene
Acrylonitrile
Methacrylates
3-buten-2-one
butyl vinyl ether
methyl acrylate
ethyl vinyl ether
1,4-dioxin

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Atkins, R. J., Fray, G. I., Gilbert, A., Bin Samsudin, M. W., Steward, A. J. K., & Taylor, G. N. (1979). The stereochemistry of 1,2-photocycloaddition of vinylic compounds to benzene. Journal of the Chemical Society, Perkin Transactions 1, 3196-3202.

The stereochemistry of 1,2-photocycloaddition of vinylic compounds to benzene. / Atkins, Richard J.; Fray, Gordon I.; Gilbert, Andrew; Bin Samsudin, M. Wahid; Steward, Andrew J K; Taylor, Grahame N.

In: Journal of the Chemical Society, Perkin Transactions 1, 1979, p. 3196-3202.

Research output: Contribution to journalArticle

Atkins, RJ, Fray, GI, Gilbert, A, Bin Samsudin, MW, Steward, AJK & Taylor, GN 1979, 'The stereochemistry of 1,2-photocycloaddition of vinylic compounds to benzene', Journal of the Chemical Society, Perkin Transactions 1, pp. 3196-3202.
Atkins RJ, Fray GI, Gilbert A, Bin Samsudin MW, Steward AJK, Taylor GN. The stereochemistry of 1,2-photocycloaddition of vinylic compounds to benzene. Journal of the Chemical Society, Perkin Transactions 1. 1979;3196-3202.
Atkins, Richard J. ; Fray, Gordon I. ; Gilbert, Andrew ; Bin Samsudin, M. Wahid ; Steward, Andrew J K ; Taylor, Grahame N. / The stereochemistry of 1,2-photocycloaddition of vinylic compounds to benzene. In: Journal of the Chemical Society, Perkin Transactions 1. 1979 ; pp. 3196-3202.
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