title: Synthesis and Suzuki Reactions of N-Heterocyclic Carbene Difluoro(aryl)-boranes.
abstract: Readily available NHC-arylboranes (NHC-BH2Ar) are converted in high yield to stable NHC-difluoro(aryl)boranes (NHC-BF2Ar) by treatment with 2 equiv of 1-chloromethyl-4-fluoro-1,4-diazonia-bicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor). In turn, the NHC-difluoro(aryl)boranes participate directly in Suzuki reactions under conditions previously used for anionic trifluoroborate salts. Accordingly, NHC-difluoroboranes are a new class of stable precursors for Suzuki reactions.
authors.affiliation: Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States.
authors.forename: Swapnil
authors.initials: S
authors.lastname: Nerkar
authors.affiliation: Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States.
authors.forename: Dennis P
authors.initials: DP
authors.lastname: Curran
mesh_terms: D001880:Boranes / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003979:Diazonium Compounds; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium
chemical_list: D001880:Boranes; D003979:Diazonium Compounds; D006571:Heterocyclic Compounds; C030011:carbene; C408750:selectfluor; D010165:Palladium; D008697:Methane