A new synthesis, chemical behavior, and spectra of perchlorodiphenylacetylene

M Ballester, J Castaner, J Riera…

Index: Ballester, M.; Castaner, J.; Riera, J.; Armet, O. Journal of Organic Chemistry, 1986 , vol. 51, # 7 p. 1100 - 1105

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Citation Number: 13

Abstract

A new, high-yield synthesis of perchlorodiphenylacetylene (2) by dechlorination of cis- perchlorostilbene (la) with Cu at 310" C is described. The photochemical reaction of tolane 2 with C1, or tetrachloroethylene affords trans-perchlorostilbene (lb) or mixtures of perchloro- 1, 2-diphenylcyclobutene (3) and perchloro-1, 2-dihydro-cyclobuta [l] phenanthrene (4), respectively. The thermal dimerization of tolane 2 at 350" C gives a mixture of perchloro-1, ...