Salt Metathesis: Tetrafluoroborate Anion Rapidly Fluoridates Organoboronic Acids to give Organotrifluoroborates
Jerome Lozada, Wen Xuan Lin, Rosana M. Cao‐Shen, Ruyin Astoria Tai, David M. Perrin
Abstract
Abstract Tetrafluoroborate (BF 4 − ) has long been used as a spectator counter anion. Herein, we report an unprecedented salt metathesis between a variety of BF 4 − 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 BF 4 − to exchange fluoride atoms with organoboronates, highlighting the lability of BF 4 − .
Topics & Concepts
TetrafluoroborateSalt (chemistry)MetathesisChemistrySalt metathesis reactionCombinatorial chemistryOrganic chemistryIonic liquidCatalysisPolymerPolymerizationChemical Synthesis and AnalysisCatalytic Cross-Coupling ReactionsSynthetic Organic Chemistry Methods