title: Development of (Trifluoromethyl)zinc Reagent as Trifluoromethyl Anion and Difluorocarbene Sources.
abstract: The trifluoromethylation of carbonyl compounds is accomplished by the stable (trifluoromethyl)zinc reagent generated and then isolated from CF3I and ZnEt2, which can be utilized as a trifluoromethyl anion source (CF3(-)). The reaction proceeds smoothly with diamine as a ligand and ammonium salt as an initiator, providing the corresponding trifluoromethylated alcohol products. Moreover, the (trifluoromethyl)zinc reagent can also be employed as a difluorocarbene source (:CF2) not only for gem-difluoroolefination of carbonyl compounds with phosphine but also for gem-difluorocyclization of alkenes or alkynes via the thermal decomposition, respectively.
authors.affiliation: Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology , O-okayama, Meguro-ku, Tokyo 152-8552, Japan.
authors.forename: Kohsuke
authors.initials: K
authors.lastname: Aikawa
authors.affiliation: Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology , O-okayama, Meguro-ku, Tokyo 152-8552, Japan.
authors.forename: Wataru
authors.initials: W
authors.lastname: Toya
authors.affiliation: Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology , O-okayama, Meguro-ku, Tokyo 152-8552, Japan.
authors.forename: Yuzo
authors.initials: Y
authors.lastname: Nakamura
authors.affiliation: Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology , O-okayama, Meguro-ku, Tokyo 152-8552, Japan.
authors.forename: Koichi
authors.initials: K
authors.lastname: Mikami