title: Novel [2 + 2] photocycloaddition-induced rearrangement of bichromophoric naphthalene-tethered resorcinol ethers.
abstract: The first examples of sequential photocycloaddition-rearrangement reactions of naphthalene-tethered resorcinol ethers are described. Bichromophoric aromatic compounds with naphthalene and resorcinol ether moieties were irradiated in the presence/absence of a small amount of acid to give the corresponding cycloaddition-rearrangement products. From the determination of quantum yields, steady-state fluorescence spectral studies, and fluorescence lifetime measurements, the mechanism of this novel photoinduced multistep reaction was elucidated to involve the initial intramolecular exciplex formation, followed by the intramolecular [2 + 2] photocycloaddition between the two aromatic rings and the subsequent acid-catalyzed skeletal rearrangement of the resulting cyclobutane derivative leading to the final products.
authors.affiliation: Laboratoire des Réactions Selectives et Applications, UMR CNRS et Université de Reims Champagne-Ardenne, France. norbert.hoffman@univ-reims.fr
authors.forename: Norbert
authors.initials: N
authors.lastname: Hoffmann
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Pete
authors.forename: Yoshihisa
authors.initials: Y
authors.lastname: Inoue
authors.forename: Tadashi
authors.initials: T
authors.lastname: Mori