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CC BY-NC-ND 4.0 · Synthesis 2024; 56(22): 3421-3430
DOI: 10.1055/s-0043-1775394
DOI: 10.1055/s-0043-1775394
short review
Recent Trends in Triarylborane Chemistry: Diversification of Structures and Reactivity via meta-Substitution of the Aryl Groups
This work was supported by the Japan Science and Technology Corporation (JST) FOREST Program (JPMJFR2222), Japan Society for the Promotion of Science Grants-in-Aid for Transformative Research Area (A) Digitalization-driven Transformative Organic Synthesis (JSPS KAKENHI grant 22H05363), the Environment Research and Technology Development Fund (JPMEERF20211R01) of the Environmental Restoration and Conservation Agency of Japan, and a Japan Society for the Promotion of Science fellowship.
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
Publication History
Received: 11 June 2024
Accepted after revision: 03 July 2024
Article published online:
19 August 2024
© 2024. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)
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