title: Regioselective carbon-carbon bond formation of 5,5,5-trifluoro-1-phenylpent-3-en-1-yne.
abstract: The regioselective carbon-carbon bond formation was studied using 5,5,5-trifluoro-1-phenylpent-3-en-1-yne as a model substrate, and predominant acceptance of electrophiles β to a CF3 group as well as a deuterium trap experiment of the lithiated species led to the conclusion that the obtained regioselectivity is kinetically determined for the reactions with electrophiles, under equilibration of the possible two anionic species.
authors.affiliation: Division of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, 2-24-16, Nakamachi, Koganei 184-8588, Japan.
authors.forename: Motoki
authors.initials: M
authors.lastname: Naka
authors.forename: Tomoko
authors.initials: T
authors.lastname: Kawasaki-Takasuka
authors.forename: Takashi
authors.initials: T
authors.lastname: Yamazaki
keywords: Li···F chelation; additives; computation; deprotonation; electron-withdrawing effect; organo-fluorine