Synthesis and Reactivity of a Chlorinated 1,8-Bis(diarylmethylium)naphthalenediyl Dication
作者:Huadong Wang、François P. Gabbaï
DOI:10.1021/ol0477071
日期:2005.1.1
8-Bis(bis(p-chlorophenyl)methylium)naphthalenediyl dication has been prepared by treatment of the corresponding diol with a mixture of [HBF4]aq and (CF3CO)2O. The proximity of the methylium centers leads to strong electrostatic repulsions that are exacerbated by the electron-withdrawing p-chloro substituents. As indicated by cyclic voltammetry, this dication is the strongest oxidant of the 1,8-bis(methy
[反应:见正文]通过用[HBF4] aq和(CF3CO)2O的混合物处理相应的二醇,制备了1,8-双(双(对-氯苯基)甲基)萘二甲酸酯。甲基中心附近会导致强烈的静电斥力,这种斥力会因吸电子的对氯取代基而加剧。如循环伏安法所示,该指示剂是1,8-双(甲基)萘二烯基系列中最强的氧化剂。它经过氯化物的还原氯化作用,并与溴化物或碘化物反应,得到相应的。