Gargaro, Samantha L.; Dunson, Bre’Shon; Sieber, Joshua D. published an article in 2021. The article was titled 《Identification of a Surprising Boronic Acid Homocoupling Process in Suzuki-Miyaura Cross-Coupling Reactions Utilizing a Hindered Fluorinated Arene》, and you may find the article in Synlett.Computed Properties of C6H6BFO2 The information in the text is summarized as follows:
The Suzuki-Miyaura cross-coupling reaction of 2-bromo-1,3-bis(trifluoromethyl)benzene with arylboronic acids was evaluated and determined to suffer from the formation of large amounts of boronic acid homocoupling products in conjunction with dehalogenation. Homocoupling product formation in this process likely occurs through a rare protonolysis/s transmetalation event rather than by the well-established mechanism requiring the involvement of O2. The scope of this boronic acid homocoupling reaction was investigated and shown to predominate with electron-deficient arylboronic acids. Finally, a good yield of cross-coupling products was obtained by employing dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (SPhos) as the ligand. In the experimental materials used by the author, we found (3-Fluorophenyl)boronic acid(cas: 768-35-4Computed Properties of C6H6BFO2)
(3-Fluorophenyl)boronic acid(cas: 768-35-4) can be used to make novel liquid crystalline fluorobiphenylcyclohexenes and difluoroterphenyls by palladium-catalyzed cross-couplings also used in the synthesis of o-phenylphenols as potent leukotriene B4 receptor agonists.Computed Properties of C6H6BFO2
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics