title: Self-Contained Photoacid Generator Triggered by Photocyclization of Triangle Terarylene Backbone.
abstract: We herein propose a new type of efficient neutral photoacid generator. A photoinduced 6π-electrocyclization reaction of photochromic triangle terarylenes triggers subsequent release of a Brønsted acid, which took place from the photocyclized form. A H-atom and its conjugate base were introduced at both sides of a 6π-system to form the self-contained photoacid generator. UV irradiation to the 6π-system produces a cyclohexa-1,3-diene part with a H-atom and a conjugate base on the sp(3) C-atoms at 5- and 6-positions, respectively, which spontaneously release an acid molecule quantitatively forming a polyaromatic compound. A net quantum yield of photoacid generation as high as 0.52 under ambient conditions and a photoinitiated cationic polymerization of an epoxy monomer are demonstrated.
authors.affiliation: †Graduate School of Materials Science, Nara Institute of Science and Technology, NAIST, Ikoma, Nara 630-0192, Japan.
authors.forename: Takuya
authors.initials: T
authors.lastname: Nakashima
authors.affiliation: †Graduate School of Materials Science, Nara Institute of Science and Technology, NAIST, Ikoma, Nara 630-0192, Japan.
authors.forename: Kenta
authors.initials: K
authors.lastname: Tsuchie
authors.affiliation: †Graduate School of Materials Science, Nara Institute of Science and Technology, NAIST, Ikoma, Nara 630-0192, Japan.
authors.forename: Rui
authors.initials: R
authors.lastname: Kanazawa
authors.affiliation: †Graduate School of Materials Science, Nara Institute of Science and Technology, NAIST, Ikoma, Nara 630-0192, Japan.
authors.forename: Ruiji
authors.initials: R
authors.lastname: Li
authors.affiliation: †Graduate School of Materials Science, Nara Institute of Science and Technology, NAIST, Ikoma, Nara 630-0192, Japan.
authors.forename: Shunsuke
authors.initials: S
authors.lastname: Iijima
authors.affiliation: ‡NAIST-CEMES International Collaborative Laboratory for Supraphotoactive Systems, NAIST, CEMES-UPR 8011 CNRS, 29, rue Jeanne Marvig, BP 94347, 31055 Toulouse Cedex 4, France.
authors.forename: Olivier
authors.initials: O
authors.lastname: Galangau
authors.affiliation: §Department of Chemistry, School of Science and Engineering, Aoyama Gakuin University, Sagamihara, Kanagawa 252-5258, Japan.
authors.forename: Hisako
authors.initials: H
authors.lastname: Nakagawa
authors.affiliation: §Department of Chemistry, School of Science and Engineering, Aoyama Gakuin University, Sagamihara, Kanagawa 252-5258, Japan.
authors.forename: Katsuya
authors.initials: K
authors.lastname: Mutoh
authors.affiliation: §Department of Chemistry, School of Science and Engineering, Aoyama Gakuin University, Sagamihara, Kanagawa 252-5258, Japan.
authors.forename: Yoichi
authors.initials: Y
authors.lastname: Kobayashi
authors.affiliation: §Department of Chemistry, School of Science and Engineering, Aoyama Gakuin University, Sagamihara, Kanagawa 252-5258, Japan.
authors.forename: Jiro
authors.initials: J
authors.lastname: Abe
authors.affiliation: †Graduate School of Materials Science, Nara Institute of Science and Technology, NAIST, Ikoma, Nara 630-0192, Japan.|‡NAIST-CEMES International Collaborative Laboratory for Supraphotoactive Systems, NAIST, CEMES-UPR 8011 CNRS, 29, rue Jeanne Marvig, BP 94347, 31055 Toulouse Cedex 4, France.
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Kawai