title: Highly activated vinyl hydrogen in a significantly twisted styrene.
abstract: The novel example of a vinylic hydrogen more reactive than a benzylic hydrogen was found by treatment of a twisted styrene derivative with a strong base followed by D(2)O quenching. In this paper, the full details of the examples of the highly activated vinyl hydrogens in twisted styrene derivatives are described, with a discussion on the correlation between the reactivity of the vinyl hydrogens and the magnitude of the twist. The highly reactive vinyl hydrogens could be rationalized by considering the novel orbital interaction between the pi(*) orbital of the benzene ring and the pi(*) orbital of the vinylic C-H bond in the twisted styrene derivatives.
authors.affiliation: School of Science and Technology, Kwansei Gakuin University, 2-1 Gakuen, Sanda, Hyogo 669-1337, Japan. hmori@wakayama-kg.go.jp
authors.forename: Hajime
authors.initials: H
authors.lastname: Mori
authors.forename: Takafumi
authors.initials: T
authors.lastname: Matsuo
authors.forename: Yasunori
authors.initials: Y
authors.lastname: Yoshioka
authors.forename: Shigeo
authors.initials: S
authors.lastname: Katsumura