Reduction of 6,6-Disubstituted Fulvenes and 1,2-Benzoheptafulvene by Naphthalene Radical Anion
作者:Akira Oku、Mitsuhiro Yoshida、Kenkichi Matsumoto
DOI:10.1246/bcsj.52.524
日期:1979.2
Structural effects of fulvenes in the electron transfer reaction were examined by using naphthalene radical anion (1) as a homogeneous electron source in aprotic media. The reduction of 6,6-diphenylfulvene (2) with 1 in THF at−78 °C gave 3-benzhydrylcyclopentadiene (34%) and its 2-isomer (13%). The structures were determined by hydrogenation and by the reaction with N-phenylmaleimide. The reaction
通过使用萘自由基阴离子 (1) 作为非质子介质中的均相电子源,研究了富烯在电子转移反应中的结构效应。6,6-二苯基富烯 (2) 在-78 °C 的 THF 中用 1 还原得到 3-二苯甲基环戊二烯 (34%) 及其 2-异构体 (13%)。通过氢化和与N-苯基马来酰亚胺反应确定结构。除了双(2-异丙基-1,3-环戊二烯基)(5%)之外,6,6-二甲基富烯(3)与1的反应得到双(2-异亚丙基-3-环戊烯基)作为主要产物(39%)。3,3',4',5,5',6,6'-heptamethyl-1,2-benzoheptafulvene (4) 与 1 反应得到 3,3',4',5,5',-6' ,7-octamethyl-1,2-benzo-1,3,6-cycloheptatriene (32%) and 3,3',4',5,5',6,6',7-octamethyl-1,2-benzo -1,3