A Strategy for Selective Catalytic B–H Functionalization of o-Carboranes,Accounts of Chemical Research

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A Strategy for Selective Catalytic B–H Functionalization of o-Carboranes
Accounts of Chemical Research ( IF 16.4 ) Pub Date : 2021-10-24 , DOI: 10.1021/acs.accounts.1c00460
Zaozao Qiu ₁ , Zuowei Xie _{1,

2}

Affiliation

Carboranes are a class of polyhedral carbon–boron molecular clusters featuring three-dimensional aromaticity, which are often considered as 3D analogues of benzene. Their unique structural and electronic properties make them invaluable building blocks for applications ranging from functional materials to versatile ligands to pharmaceuticals. Thus, selective functionalization of carboranes has received tremendous research interest. In earlier days, the vast majority of the works in this area were focused on cage carbon functionalization via facile deprotonation of cage CH, followed by reaction with electrophiles. On the contrary, cage B–H activation is very challenging since the 10 B–H bonds on o-carborane are very similar, and how to achieve the desired transformation at specific boron vertex is a long-standing issue.

中文翻译：

邻碳硼烷选择性催化 B-H 官能化的策略

碳硼烷是一类具有三维芳香性的多面体碳-硼分子簇，通常被认为是苯的 3D 类似物。它们独特的结构和电子特性使其成为从功能材料到多功能配体再到药物等应用的宝贵构建模块。因此，碳硼烷的选择性功能化受到了极大的研究兴趣。早些时候，该领域的绝大多数工作都集中在通过笼式 CH 的轻松去质子化，然后与亲电子试剂反应来实现笼式碳功能化。相反，笼式 B-H 活化非常具有挑战性，因为o上的 10 个 B-H 键-carborane 非常相似，如何在特定的硼顶点处实现所需的转变是一个长期存在的问题。

更新日期：2021-11-03

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