作者:Hans Cerfontain、Ankie Koeberg-Telder、Ulrike Lerch
DOI:10.1002/recl.19931121105
日期:——
Various types of electrophilic substitution of monohomoperylene (1) and its 11,11-difluoro derivative (2) have been studied, viz. Bromination, nitration, acylation, formylation and sulfonation. Bromination with N-bromosuccinimide (NBS) of 1 in dichloromethane leads to initial substitution mainly at the α positions 2 and 10, i.e., of the annuleno moiety, followed by further substitution of the β positions
各种类型monohomoperylene的亲电取代的(1)和它的11,11-二氟衍生物(2)进行了研究,即。溴化,硝化,酰化,甲酰化和磺化。在二氯甲烷中用1的N-溴琥珀酰亚胺(NBS)溴化导致主要在α位2和10(即,环戊烯部分)的初始取代,然后进一步取代同一部分的β位4和8,以及萘部分的α位置2'和10'。1与5.0摩尔当量的反应。NBS的产率为2%,4%,8%,10%,2'-五溴代-1,产率为46%。