Abstract
Evidence is reported that thiirenium ions are involved as intermediates in both the addition of benzenesulphenyl chloride to diarylacetylenes and in unimocular substitution reactions of β-phenylthiovinyl sulphonates. The thiirenium ion generated from 1,2-diphenyl-2-phenylthiovinyl 2,4,6-trinitrobenzenesulphonate undergoes nucleophilic attack by chloride ion both at the carbon atoms to give 1,2-diphenyl-2-phenylthiovinyl chloride and at the sulphur atom to give diphenylacetylene and benzenesulphonyl chloride which can be trapped by added scavengers.
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Schedule a callMore From: Journal of the Chemical Society, Perkin Transactions 2
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