The Pyrolyses of 1,1,4,4,-Tetraphenyl-1,4-butanediol and 1,1,4,4-Tetraphenyl-2-butene-1,4-diol Derivatives. Decomposition Reactions to Form Olefins<i>via</i>the Elimination of Two Mole Equivalents of the Hydroxydiphenylmethyl Radical
作者:Katsuhiro Saito、Yoichi Horie、Toshio Mukai、Takashi Toda
DOI:10.1246/bcsj.58.3118
日期:1985.11
The pyrolysis of 1,1,2,4,4-pentaphenyl-1,4-butandiol, trans-1,2-bis(hydroxydiphenylmethyl)hexane, trans-1,2-bis(hydroxydiphenylmethyl)indan, and cis-endo- and trans-1,2-bis(hydroxydiphenylmethyl)bicyclo[2.2.1]heptane gave styrene, cyclohexene, indene, and norbornene respectively, accompanied by benzophenone and benzhydrol. The pyrolysis of trans-1,2-bis(hydroxydiphenylmethyl)spiro[2.6]nona-4,6,8-triene
1,1,2,4,4-pentaphenyl-1,4-butandiol, trans-1,2-bis(hydroxydiphenylmethyl) 己烷, trans-1,2-bis(hydroxydiphenylmethyl)indan, 和cis-endo-的热解和反式-1,2-双(羟基二苯基甲基)双环[2.2.1]庚烷分别生成苯乙烯、环己烯、茚和降冰片烯,同时生成二苯甲酮和二苯甲醇。反式-1,2-双(羟基二苯基甲基)螺[2.6]壬二烯-4,6,8-三烯热解得到茚,通过重排形成反式-1,2-双(羟基二苯基甲基)茚满。顺式-1,1,4,4-四苯基 1-2-丁烯-1,4-二醇的热解得到 2,2,5,5-四苯基-2,5-二氢呋喃。另一方面,反式-1,1,4,4-四苯基-2-丁烯-1,4-二醇得到1,2,4,4-四苯基-3-丁烯-1-one。讨论了这些分解反应的机制。