Tetrahedron

Photochemically initiated reactions of substituted 1, 3-dioxolanes and 1, 3-oxathiolanes in CFCl3: ESR study and mechanism of ring-fission

JW Hartgerink, LCJ van Der Laan, J Engberts…

Index: Hartgerink,J.W. et al. Tetrahedron, 1971 , vol. 27, p. 4323 - 4334

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Citation Number: 22

Abstract

The photochemical reactions of some 2-alkyl-1, 3-dioxolanes and 2-alkyl-1, 3-oxathiolanes in CFCl3 in the presence of benzophenone yield exclusively the open 2-chloroethyl carboxylic esters and S-2-chloroethyl thiocarboxylic esters respectively. Photochemically excited benzophenone abstracts the hydrogen atom at carbon between the heteroatoms from the substrate to give intermediate cyclic (thio) acetal radicals which can be trapped ...

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