Salt Metathesis: Tetrafluoroborate Anion Rapidly Fluoridates Organoboronic Acids to give Organotrifluoroborates

Angew Chem Int Ed Engl. 2023 Apr 11;62(16):e202215371. doi: 10.1002/anie.202215371. Epub 2023 Feb 21.

Abstract

Tetrafluoroborate (BF4 - ) has long been used as a spectator counter anion. Herein, we report an unprecedented salt metathesis between a variety of BF4 - salts and a series of organoboronic acids yielding the corresponding organotrifluoroborates. We identified conditions for fast and efficient fluoridation (<1 h) with minimal workup. Fundamentally, this work discloses the proclivity of BF4 - to exchange fluoride atoms with organoboronates, highlighting the lability of BF4 - .

Keywords: Fluoridation; Methoxytrifluoroborate; Salt Metathesis; Synthetic Method; Tetrafluoroborate.