Recent Trends in Triarylborane Chemistry: Diversification of Structures and Reactivity via meta-Substitution of the Aryl Groups

Synthesis Pub Date : 2024-08-19 DOI:10.1055/s-0043-1775394
Mahiro Sakuraba, Yoichi Hoshimoto
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Abstract

This Short Review summarizes the synthesis and applications of triarylboranes (BAr3), including both homoleptic and heteroleptic species, with a focus on the modification of their electronic and structural properties via the introduction of meta-substituents with respect to the B atoms to their Ar groups. This approach constitutes a complementary alternative to conventional strategies for the design of BAr3, which are usually based on a modification of their ortho- and/or para-substituents. An initial analysis revealed that CH3 and F are the most common meta-substituents in hitherto reported BAr3 (apart from the H atom). Thus, an extensive exploration of other substituents, e.g., heavier halogens, longer or functionalized alkyl groups, and aryl groups, will increase our knowledge of the structure and reactivity of BAr3 and eventually lead to a range of new applications.

1 Introduction

2 Scope of this Review

2.1 The Electronic and Steric Influence of meta-Substituents

2.2 Molecular Transformations Mediated by meta-Substituted Boranes

2.3 Other Examples of meta-Functionalization of BAr3

3 Conclusions and Perspectives

Abstract Image

三芳基硼烷化学的最新发展趋势:通过芳基的元取代实现结构和反应活性的多样化
本短文综述概述了三芳基硼烷(BAr3)的合成和应用,包括同性和异性硼烷,重点是通过在其 Ar 基团的 B 原子上引入元取代基来改变其电子和结构特性。这种方法是对传统 BAr3 设计策略的一种补充,传统的 BAr3 设计策略通常基于对其正对和/或对位取代基的修饰。初步分析表明,在迄今已报道的 BAr3 中,CH3 和 F 是最常见的元取代基(除 H 原子外)。因此,对其他取代基(如较重的卤素、较长或官能化的烷基和芳基)的广泛探索将增加我们对 BAr3 结构和反应活性的了解,并最终带来一系列新的应用。1 引言 2 本综述的范围 2.1 元取代基的电子和立体影响 2.2 元取代硼烷介导的分子转化 2.3 BAr3 元官能化的其他实例 3 结论和展望
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