PHOTOCHEMISTRY AND USE OF DECAHYDROACRIDINE-1,8-DIONES AS PHOTOSENSITIZERS FOR ONIUM SALT DECOMPOSITION

被引:40
作者
TIMPE, HJ
ULRICH, S
FOUASSIER, JP
机构
[1] TECH UNIV MERSEBURG,DEPT CHEM,O-4200 MERSEBURG,GERMANY
[2] ECOLE NATL SUPER CHIM,PHOTOCHIM GEN LAB,CNRS,UA 431,F-68200 MULHOUSE,FRANCE
关键词
D O I
10.1016/1010-6030(93)80043-9
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The photophysical and photochemical processes of the excited states of 3,3',6,6'-tetramethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-diones are determined by the deactivation via (n-pi) and (pi-pi) triplet states. Therefore, solvents strongly affect the data of both the excited singlet and the triplet state. These states are well suited for transfer reactions to several energy or electron acceptors. Using onium salts as electron acceptors, the single-electron transfer processes exhibit a high barrier for the solvent reorganization energy, which cannot be compensated for by solvation or coulombic energies. Therefore, the rate constants and, consequently, the quantum yields of such photo-induced reactions are decreased in polar protic solvents compared with the values in non-polar media. Generally, the sensitized decomposition of aryl diazonium and diaryl iodonium salts by the decahydroacridine-1,8-diones is very efficient.
引用
收藏
页码:139 / 150
页数:12
相关论文
共 42 条
[21]  
KEARVELL A, 1969, REUION SOC CHIM PHYS, V20, P125
[22]   PHOTOCHEMICAL REDUCTION OF BROMOTRICHLOROMETHANE BY DERIVATIVES OF 1,4-DIHYDROPYRIDINE [J].
KURZ, JL ;
WESTHEIMER, FH ;
HUTTON, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (03) :584-&
[23]   DEVELOPMENT IN DIHYDROPYRIDINE CHEMISTRY [J].
KUTHAN, J ;
KURFURST, A .
INDUSTRIAL & ENGINEERING CHEMISTRY PRODUCT RESEARCH AND DEVELOPMENT, 1982, 21 (02) :191-261
[24]   ON THE THEORY OF OXIDATION-REDUCTION REACTIONS INVOLVING ELECTRON TRANSFER .1. [J].
MARCUS, RA .
JOURNAL OF CHEMICAL PHYSICS, 1956, 24 (05) :966-978
[25]   PHOTOOXIDATION OF 1,4-DIHYDROPYRIDINES BY VARIOUS ELECTRON-ACCEPTORS - A LASER FLASH-PHOTOLYSIS STUDY [J].
MARTENS, FM ;
VERHOEVEN, JW ;
VARMA, CAGO ;
BERGWERF, P .
JOURNAL OF PHOTOCHEMISTRY, 1983, 22 (02) :99-113
[26]  
MARTENS FM, 1987, TETRAHEDRON, V34, P305
[27]  
MUROV SL, 1973, HDB PHOTOCHEMISTRY, P89
[28]  
NAKAMURA K, 1983, TETRAHEDRON LETT, P2001
[29]   REDUCTION BY A MODEL OF NAD (P) H - PHOTO-ACTIVATION OF NADH AND ITS MODEL COMPOUNDS TOWARD REDUCTION OF OLEFINS [J].
OHNISHI, Y ;
KAGAMI, M ;
OHNO, A .
CHEMISTRY LETTERS, 1975, (02) :125-128
[30]  
PROSKURYAKOVA NS, 1969, OPT SPEKTROSK, V27, P224