title: Excited-State Intramolecular Proton Transfer and Global Aromaticity.
abstract: A general survey of excited-state intramolecular proton transfer (ESIPT) processes was made from the viewpoint of global aromaticity. For most ESIPT processes studied, a tautomeric product in the first excited electronic state was found to have a larger topological resonance energy (TRE) than the reactant in the same excited state. Conversely, if a transient tautomer is much less aromatic in the excited state than the reactant, an appreciable aromaticity-imposed energy barrier to the reaction will result. Thus, excited-state aromaticity is a very important factor, although not a definitive one, in determining the allowedness of ESIPT.
authors.affiliation: Department of Chemistry, Faculty of Science, Shizuoka University , Oya, Shizuoka 422-8529, Japan.
authors.forename: Naoko
authors.initials: N
authors.lastname: Nishina
authors.affiliation: Department of Materials and Environmental Science, Institute of Industrial Science, The University of Tokyo , Komaba, Meguro-ku, Tokyo 153-8505, Japan.
authors.forename: Toshiki
authors.initials: T
authors.lastname: Mutai
authors.affiliation: Department of Chemistry, Faculty of Science, Shizuoka University , Oya, Shizuoka 422-8529, Japan.
authors.forename: Jun-Ichi
authors.identifier: http://orcid.org/0000-0002-7966-1762
authors.initials: JI
authors.lastname: Aihara