title: Chelation-assisted cross-coupling of anilines through in situ activation as diazonium salts with boronic acids under ligand-, base-, and salt-free conditions.
abstract: We describe the coupling of anilines with aryl boronic acids, under ligand-, base-, and salt-free conditions at room temperature. This new reaction proceeds through the formation of an aryl palladium alkoxo complex, which allows the transmetalation step with aryl boronic acids without any external base. Importantly, this sustainable procedure generates only environmentally friendly byproducts such as tBuOH, H2O, N2, and B(OH)3. The reaction mechanism has been deeply investigated through experimental and theoretical studies.
authors.affiliation: Université de Bordeaux, UMR CNRS 5255, ISM, 351, cours de la Libération, 33405 Talence Cedex, France.
authors.forename: Roxan
authors.initials: R
authors.lastname: Joncour
authors.forename: Nicolas
authors.initials: N
authors.lastname: Susperregui
authors.forename: Noël
authors.initials: N
authors.lastname: Pinaud
authors.forename: Karinne
authors.initials: K
authors.lastname: Miqueu
authors.forename: Eric
authors.initials: E
authors.lastname: Fouquet
authors.forename: Jean-Marc
authors.initials: JM
authors.lastname: Sotiropoulos
authors.forename: François-Xavier
authors.initials: FX
authors.lastname: Felpin
keywords: aniline; boronic acid; cross-coupling; density functional calculations; diazonium salt; palladium