title: Unexpected Hofmann elimination in the benzophenone-(phenylthio)acetic tetrabutylammonium salt photoredox system.
abstract: The triplet state of benzophenone was quenched by the tetrabutylammonium salt of (phenylthio)acetic acid in acetonitrile solutions. The quenching event, following laser flash photolysis, resulted in the formation of a transient ion pair consisting of the benzophenone radical anion and the tetrabutylammonium cation. Subsequently this ion pair decays with the quaternary ammonium cation undergoing a Hofmann elimination to form butane-1 and tributylamine, which were detected in steady-state irradiation. This appears to be the first report of an ion pair consisting of a benzophenone radical anion and an organic cation (nonradical), in addition to the first report of a photoinduced Hofmann elimination in quaternary ammonium ions.
authors.affiliation: Faculty of Chemical Technology and Engineering, University of Technology and Agriculture, Bydgoszcz, Poland.
authors.forename: Andrzej
authors.initials: A
authors.lastname: Wrzyszczyński
authors.forename: Marek
authors.initials: M
authors.lastname: Pietrzak
authors.forename: Jarogniew
authors.initials: J
authors.lastname: Bartoszewicz
authors.forename: Halina
authors.initials: H
authors.lastname: Kozubek
authors.forename: Gordon L
authors.initials: GL
authors.lastname: Hug
authors.forename: Bronislaw
authors.initials: B
authors.lastname: Marciniak
authors.forename: Jerzy
authors.initials: J
authors.lastname: Paczkowski