title: Electrophilic difluoro(phenylthio)methylation: generation, stability, and reactivity of α-fluorocarbocations.
abstract: Electrophilic difluoro(phenylthio)methylation of allylsilanes has been achieved using bromodifluoro(phenylthio)methane (PhSCF2Br) and silver hexafluoroantimonate (AgSbF6). The structural assignment and observation of α-fluorocarbocation were substantiated by NMR and theoretical calculations. Detailed mechanistic and electronic studies have provided a fundamental understanding of the reactivity and stability of the difluoro(phenylthio)methylium cation (PhSCF2(+)).
authors.affiliation: Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahidol University , Rama VI Road, Bangkok 10400, Thailand.
authors.forename: Nolan M
authors.initials: NM
authors.lastname: Betterley
authors.forename: Panida
authors.initials: P
authors.lastname: Surawatanawong
authors.forename: Samran
authors.initials: S
authors.lastname: Prabpai
authors.forename: Palangpon
authors.initials: P
authors.lastname: Kongsaeree
authors.forename: Chutima
authors.initials: C
authors.lastname: Kuhakarn
authors.forename: Manat
authors.initials: M
authors.lastname: Pohmakotr
authors.forename: Vichai
authors.initials: V
authors.lastname: Reutrakul
mesh_terms: D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008670:Metals / Q000737:chemistry*; D008745:Methylation; D008958:Models, Molecular; D013440:Sulfides / Q000737:chemistry*
chemical_list: D006845:Hydrocarbons, Fluorinated; D008670:Metals; D013440:Sulfides; C587700:difluoro(phenylthio)methylium