Photochemical cleavage reactions of 8-quinolinyl sulfonates in aqueous solution.
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.
Kageyama
Yoshiyuki
Y
Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda 278-8510, Japan.
Ohshima
Ryosuke
R
Sakurama
Kazusa
K
Fujiwara
Yoshihisa
Y
Tanimoto
Yoshifumi
Y
Yamada
Yasuyuki
Y
Aoki
Shin
S
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
D000438:Alcohols; D001557:Benzenesulfonates; D011804:Quinolines; D012996:Solutions; D013451:Sulfonic Acids; D014867:Water