关键词: Arene Boron Borylation Diborane Diborylation

来  源:   DOI:10.1002/anie.202317614

Abstract:
A catalyst-free 1,2-diborylation of aryllithium with tetra(o-tolyl)diborane(4) has been achieved, giving a series of 1,2-diborylaryl lithium species in excellent yields under mild reaction conditions, which leads to 1,2-di(tolyl)borylarenes in 60-91 % yields upon treatment with the hydride-abstracting reagent. In these transformations, one sp2 C-H of arene is activated and both boryl units are utilized to build two new (sp2 )C-B bonds. This represents a new strategy for selective arene diborylation. Density functional theory (DFT) calculations suggest that an aromatic nucleophilic substitution is a key step in the formation of the products.
摘要:
已实现了芳基锂与四(邻甲苯基)二硼烷(4)的无催化剂1,2-二硼化,在温和的反应条件下以优异的产率给出一系列1,2-二硼基芳基锂物种,用氢化物提取试剂处理后,生成1,2-二(甲苯基)硼基芳烃,产率为60%-91%。在这些转变中,芳烃的一个sp2C-H被活化,两个硼基单元被用来建立两个新的(sp2)C-B键。这代表了选择性芳烃二硼化的新策略。DFT计算表明芳族亲核取代是产物形成中的关键步骤。
公众号