A p??benzyne to m??benzyne conversion through a 1, 2??shift of a phenyl group. Completion of the benzyne cascade

…, KL Bartlett, LA Friedman, M Jones

Index: Polishchuk, Alexei L.; Bartlett, Kevin L.; Friedman, Lee A.; Jones Jr., Maitland Journal of Physical Organic Chemistry, 2004 , vol. 17, # 9 p. 798 - 806

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Citation Number: 5

Abstract

Abstract Pyrolysis of 1, 6-diphenylhexa-1, 5-diyne-cis-3-ene at 800–1000 C leads to a mixture of 1-and 2-phenylbiphenylene, along with triphenylene. Formation of the two biphenylenes is taken as strong evidence of the rearrangement of a p-benzyne into a m- benzyne through a shift of one of the phenyl groups. Copyright© 2004 John Wiley & Sons, Ltd.