title: Mechanistic Studies on the Generation and Properties of Superelectrophilic Singlet Carbenes from Bis(perfluoroalkanesulfonyl)bromonium Ylides.
abstract: Pyrolysis of bis(perfluoroalkanesulfonyl)bromonium ylides in various olefins results in highly stereospecific formation of cyclopropanes via unimolecular decomposition. Product analysis, kinetic study, substituent effects, and theoretical study revealed the generation of singlet bis(perfluoroalkanesulfonyl)carbenes stabilized by intramolecular coordination of sulfonyl oxygen.
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo , 7-3-1 Hongo Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Kazunori
authors.initials: K
authors.lastname: Miyamoto
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokushima , 30-8 Shomachi, Tokushima 770-8505, Japan.
authors.forename: Susumu
authors.initials: S
authors.lastname: Iwasaki
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokushima , 30-8 Shomachi, Tokushima 770-8505, Japan.
authors.forename: Ryusuke
authors.initials: R
authors.lastname: Doi
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokushima , 30-8 Shomachi, Tokushima 770-8505, Japan.
authors.forename: Taiga
authors.initials: T
authors.lastname: Ota
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokushima , 30-8 Shomachi, Tokushima 770-8505, Japan.
authors.forename: Yufuko
authors.initials: Y
authors.lastname: Kawano
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokushima , 30-8 Shomachi, Tokushima 770-8505, Japan.
authors.forename: Junpei
authors.initials: J
authors.lastname: Yamashita
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokushima , 30-8 Shomachi, Tokushima 770-8505, Japan.
authors.forename: Yuuta
authors.initials: Y
authors.lastname: Sakai
authors.affiliation: Gifu Pharmaceutical University , 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan.
authors.forename: Norihiro
authors.initials: N
authors.lastname: Tada
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokushima , 30-8 Shomachi, Tokushima 770-8505, Japan.
authors.forename: Masahito
authors.initials: M
authors.lastname: Ochiai
authors.affiliation: Department of Materials Science and Chemistry, Faculty of Systems Engineering, Wakayama University , 930 Sakaedani, Wakayama 640-8510, Japan.
authors.forename: Satoko
authors.initials: S
authors.lastname: Hayashi
authors.affiliation: Department of Materials Science and Chemistry, Faculty of Systems Engineering, Wakayama University , 930 Sakaedani, Wakayama 640-8510, Japan.
authors.forename: Waro
authors.initials: W
authors.lastname: Nakanishi
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo , 7-3-1 Hongo Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Masanobu
authors.initials: M
authors.lastname: Uchiyama