Abstract
Stable crystalline phosphorus ylides containing chlorine and sulfur were obtained in excellent yields from the 1:1:1 addition reaction between triphenylphosphine and dialkyl acetylene-dicarboxylates in the presence of 6-chloro-2-benzoxazolethiol and 2-chloro-phenothiazine. These stable ylides exist in solution as a mixture of two geometrical isomers. This is caused by the conjugation of the ylide moiety with the adjacent carbonyl group, which results in a restricted rotation around the respective carbon-carbon bond.
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