title: Excited-State Hydroxide Ion Release From a Series of Acridinol Photobases.
abstract: The excited-state heterolysis of acridinol-based derivatives leads to the release of the OH-ion and the formation of the corresponding acridinium cations. To evaluate the parameters that control the reaction barriers, the kinetics of excited-state OH-release from a series of acridinol photobases were studied using transient absorption spectroscopy. The rate constants were obtained in three solvents (methanol, butanol, and isobutanol), and the data were modeled using Marcus theory. The intrinsic reorganization energies obtained from these fits were found to correlate well with the solvent reorganization energies calculated using dielectric continuum model, suggesting that the excited-state OH-release occurs along the solvent reaction coordinate. Furthermore, the ability of acridinol photobases to photoinitiate chemical reactions was demonstrated using the Michael reaction between dimethylmalonate and nitrostyrene.
authors.affiliation: Department of Chemistry, Center for Photochemical Sciences, Bowling Green State University , Bowling Green, Ohio 43403, United States.
authors.forename: Yun
authors.initials: Y
authors.lastname: Xie
authors.affiliation: Department of Chemistry, Center for Photochemical Sciences, Bowling Green State University , Bowling Green, Ohio 43403, United States.
authors.forename: Stefan
authors.initials: S
authors.lastname: Ilic
authors.affiliation: Faculty of Chemistry, University of Belgrade , Studentski Trg 12-16, Belgrade 11000, Serbia.
authors.forename: Sanja
authors.initials: S
authors.lastname: Skaro
authors.affiliation: Faculty of Chemistry, University of Belgrade , Studentski Trg 12-16, Belgrade 11000, Serbia.
authors.forename: Veselin
authors.initials: V
authors.lastname: Maslak
authors.affiliation: Department of Chemistry, Center for Photochemical Sciences, Bowling Green State University , Bowling Green, Ohio 43403, United States.
authors.forename: Ksenija D
authors.identifier: http://orcid.org/0000-0002-2734-057X
authors.initials: KD
authors.lastname: Glusac