5, 6-Dichlorohexafluorocyclohexa-1, 3-dienes: hexafluorobenzene synthons

WP Dailey, RA Correa, E Harrison III…

Index: Dailey; Correa; Harrison III; Lemal Journal of Organic Chemistry, 1989 , vol. 54, # 23 p. 5511 - 5516

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Citation Number: 10

Abstract

2 subsequent reductive elimination made bromine the more attractive choice. Synthesis of 2 was therefore undertaken as shown in Scheme I. Dewar benzene 33-5 was prepared by vapor-phase irradiation in 90% yield and, because of its tendency to detonate capriciously as a neat liquid, handled subsequently in solution only. It was brominated in trichlorofluoromethane (Freon 11) solution to give in 98% yield a 2: l mixture of cis-and tr~ ...