Light-induced transformations of 1,2-dihydroquinolines: opening of the heterocycle, radical formation and photoinduced proton transfer

被引：6
|
作者：
Nekipelova, T. D. [1 ]
Kuzmin, V. A. [1 ]
机构：
[1] Russian Acad Sci, NM Emanuel Inst Biochem Phys, Moscow 119334, Russia
来源：
RUSSIAN CHEMICAL REVIEWS | 2012年 / 81卷 / 11期
关键词：
SODIUM DODECYL-SULFATE; LASER FLASH-PHOTOLYSIS; N; N-TETRAMETHYLBENZIDINE CATION; OXIDATION-PRODUCTS; ELECTRON-TRANSFER; EXCITED-STATES; AB-INITIO; WATER; 7-HYDROXYQUINOLINE; MECHANISM;
D O I：
10.1070/RC2012v081n11ABEH004293
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Three types of light-induced photochemical reactions of 1,2-dihydroquinolines, opening of the heterocycle, formation of aminyl radicals upon the homolytic NH bond cleavage and proton transfer in protic solvents, have been considered. Special attention has been focused on the photoinduced proton transfer reactions. The effect of the dihydroquinoline structure and solvent composition on the routes and kinetic parameters of photochemical reactions has been analyzed. The bibliography includes 108 references.
引用
收藏
页码：983 / 993
页数：11
相关论文
共 16 条
  • [1] Effect of the substituent position at the heterocycle on proton transfer from alcohols to the excited molecules of 1,2-dihydroquinolines
    O. N. Lygo
    E. N. Khodot
    T. D. Nekipelova
    V. S. Kurova
    V. A. Kuz’min
    S. I. Firgang
    High Energy Chemistry, 2010, 44 : 189 - 195
  • [2] Effect of the substituent position at the heterocycle on proton transfer from alcohols to the excited molecules of 1,2-dihydroquinolines
    Lygo, O. N.
    Khodot, E. N.
    Nekipelova, T. D.
    Kurova, V. S.
    Kuz'min, V. A.
    Firgang, S. I.
    HIGH ENERGY CHEMISTRY, 2010, 44 (03) : 189 - 195
  • [3] Role of steric hindrance in photoinduced proton transfer from solvent to excited molecules of 1,2-dihydroquinolines
    T. D. Nekipelova
    A. A. Vedeneev
    L. N. Kurkovskaya
    I. I. Levina
    E. N. Khodot
    V. A. Kuzmin
    High Energy Chemistry, 2006, 40 : 331 - 335
  • [4] Role of steric hindrance in photoinduced proton transfer from solvent to excited molecules of 1,2-dihydroquinolines
    Nekipelova, T. D.
    Vedeneev, A. A.
    Kurkovskaya, L. N.
    Levina, I. I.
    Khodot, E. N.
    Kuzmin, V. A.
    HIGH ENERGY CHEMISTRY, 2006, 40 (05) : 331 - 335
  • [5] Ultrafast excited state proton transfer dynamics of 1,2-dihydroquinolines in methanol solution
    Tatiana D. Nekipelova
    Fedor E. Gostev
    Vladimir A. Kuzmin
    Oleg M. Sarkisov
    Photochemical & Photobiological Sciences, 2006, 5 : 815 - 821
  • [6] Ultrafast excited state proton transfer dynamics of 1,2-dihydroquinolines in methanol solution
    Nekipelova, Tatiana D.
    Gostev, Fedor E.
    Kuzmin, Vladimir A.
    Sarkisov, Oleg M.
    PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2006, 5 (09) : 815 - 821
  • [7] Stepwise versus Concerted Mechanism of Photoinduced Proton Transfer in sec-1,2-Dihydroquinolines: Effect of Excitation Wavelength and Solvent Composition
    Nekipelova, Tatiana D.
    Shelaev, Ivan S.
    Gostev, Fedor E.
    Nadtochenko, Victor A.
    Kuzmin, Vladimir A.
    JOURNAL OF PHYSICAL CHEMISTRY B, 2015, 119 (06): : 2490 - 2497
  • [8] A study of light-induced proton transfer from gas phase (radical) cations to reference bases. Bracketing of proton transfer from excited ions and associated reaction kinetics
    van Amerom, FHW
    van Duijn, D
    van der Hart, WJ
    Nibbering, NMM
    JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 2001, 12 (04) : 359 - 366
  • [9] LIGHT-INDUCED ELECTRON-TRANSFER REACTIONS BETWEEN CHLOROPHYLL AND QUINONE IN LIPOSOMES - RADICAL FORMATION AND DECAY IN NEGATIVELY AND POSITIVELY CHARGED VESICLES
    FANG, Y
    TOLLIN, G
    PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1983, 38 (04) : 429 - 439
  • [10] Visible Light-Induced Intramolecular CO Bond Formation via 1,5-Hydrogen Atom Transfer Strategy
    Kim, Kiho
    Kim, Namhoon
    Hong, Sungwoo
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2021, 42 (03) : 548 - 552
12