Photochemistry of N-acetyl and N-benzoyl carbazoles: photo-Fries rearrangement and photoinduced single electron transfer

被引:28
作者
Bonesi, SM [1 ]
Erra-Balsells, R [1 ]
机构
[1] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, RA-1430 Buenos Aires, DF, Argentina
关键词
N-acyl carbazole; N-acetyl carbazole; N-benzoyl carbazole; photo-Fries; photo-rearrangement; photoinduced single electron transfer (PSET);
D O I
10.1016/S1010-6030(97)00126-3
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 photochemistry of two N-acyl carbazoles, N-acetyl and N-benzoyl carbazole, in different pure and mixed organic solvents is studied. Depending on the properties of the medium, photo-Fries rearrangement and photoinduced single electron transfer (PSET) processes are observed yielding the former I-acyl and 3-acyl carbazoles and the latter 3-chloro-N-acyl carbazole. k(SV), k(Q) and phi for fluorescence emission, conversion of N-acyl carbazole and product formation yields have been measured as well as the properties of the N-acyl carbazole radical cations formed during the PSET process (laser flash photolysis experiments). The Rehm-Weller equation is used in order to evaluate the Delta G degrees(ET) of the PSET processes. (C) 1997 Elsevier Science S.A.
引用
收藏
页码:271 / 284
页数:14
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