Kinetic evidence for the formation of discrete 1, 4-dehydrobenzene intermediates. Trapping by inter-and intramolecular hydrogen atom transfer and observation of …

TP Lockhart, PB Comita…

Index: Lockhart, Thomas P.; Comita, Paul B.; Bergman, Robert G. Journal of the American Chemical Society, 1981 , vol. 103, # 14 p. 4082 - 4090

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Citation Number: 211

Abstract

Abstract: Upon being heated, alkyl-substituted cis-1, 2-diethynyl olefins undergo cyclization to yield reactive 1, 4-dehydrobenzenes; the products isolated may be derived from either unimolecular or bimolecular reactions of the intermediate.(Z)-4, 5-Diethynyl-4-octene (4) undergoes rearrangement to yield 2, 3-di-n-propyl-1, 4-dehydrobenzene (17). Solution pyrolysis of 4 in inert aromatic solvents produces three unimolecular products,(Z)-dodeca- ...