Improvements in Efficiency and Selectivity for C–F Bond Halogen-Exchange Reactions by Using Boron Reagents

Abstract

The use of boron Lewis acids as instigators of bond cleavage offers a number of synthetic possibilities. A unique feature of this class of reagents is the ability to functionalize otherwise inert C–F bonds. We summarize notable developments in C–F bond halogen exchange using Lewis acidic boron reagents and we conclude by featuring our group’s advances in activating CF₃ groups by using boron trihalides.

1 Introduction

2 Boron-Mediated Halogen Exchange

3 Mono-Selective C–F Activation

4 Conclusions

Key words

halogen exchange - boron trihalides - C–F bond activation - trifluoromethyl group activation - C–F functionalization - Lewis acids

Publication History

Received: 16 August 2022

Accepted after revision: 12 September 2022

Accepted Manuscript online:
12 September 2022

Article published online:
25 November 2022

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