title: Photochemical cleavage reactions of 8-quinolinyl sulfonates in aqueous solution.
abstract: Photochemical cleavage reactions of 8-quinolinyl benzenesulfonate derivatives and related sulfonates in aqueous solutions are reported. The 8-quinolinyl benzenesulfonates undergo photolysis upon photoirradiation at 300-330 nm to give the corresponding 8-quinolinols and benzenesulfonic acids with the production of only negligible amounts of byproducts. The effects of substituent groups of the 8-quinolinyl moiety and the benzene ring on the photolysis reactions were examined. Based on steady-state mechanistic studies using a triplet sensitizer, a triplet quencher, and electron donors, it was suggested that the photolysis proceeds mainly via the homolytic cleavage of S-O bonds in the excited triplet state.
authors.affiliation: Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda 278-8510, Japan.
authors.forename: Yoshiyuki
authors.initials: Y
authors.lastname: Kageyama
authors.forename: Ryosuke
authors.initials: R
authors.lastname: Ohshima
authors.forename: Kazusa
authors.initials: K
authors.lastname: Sakurama
authors.forename: Yoshihisa
authors.initials: Y
authors.lastname: Fujiwara
authors.forename: Yoshifumi
authors.initials: Y
authors.lastname: Tanimoto
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Yamada
authors.forename: Shin
authors.initials: S
authors.lastname: Aoki
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis / Q000737:chemistry; D001557:Benzenesulfonates / Q000737:chemistry*; D010777:Photochemistry; D010782:Photolysis; D011804:Quinolines / Q000737:chemistry*; D012996:Solutions; D013451:Sulfonic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D014466:Ultraviolet Rays; D014867:Water / Q000737:chemistry
chemical_list: D000438:Alcohols; D001557:Benzenesulfonates; D011804:Quinolines; D012996:Solutions; D013451:Sulfonic Acids; D014867:Water