PRODUCT STUDY OF THE PHOTOLYSIS OF N-ACETYL CARBAZOLE IN ETHANOL AND DICHLOROMETHANE SOLUTION .1.

被引:32
作者
BONESI, SM [1 ]
ERRABALSELLS, R [1 ]
机构
[1] UNIV BUENOS AIRES,FAC CIENCIAS EXACTAS & NAT,DEPT QUIM ORGAN,CC 74,SUC 30,RA-1430 BUENOS AIRES,ARGENTINA
关键词
D O I
10.1016/1010-6030(91)80006-4
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 photochemical reaction of N-acetyl carbazole was studied in ethanol and dichloromethane solution. The reaction products consist of the usual photo-Fries rearrangement products (1-acetyl and 3-acetyl carbazole), carbazole, 4-acetyl carbazole and 3,N-diacetyl carbazole. The photoproducts were identified by gas chromatography-mass spectrometry. They were isolated and analysed by UV and IR spectroscopy, mass spectroscopy and nuclear magnetic resonance spectroscopy, which provided evidence for their structural identification. Electron donor-acceptor (EDA) complex formation was observed in ethanol and dichloromethane and the relationship between the photochemical reactivity and the EDA formation is briefly discussed.
引用
收藏
页码:55 / 72
页数:18
相关论文
共 39 条
[1]   CIDNP EVIDENCE FOR RADICAL PAIR MECHANISM IN PHOTO-FRIES REARRANGEMENT [J].
ADAM, W ;
ARCEDESA.J ;
FISCHER, H .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (14) :2571-2572
[2]   TRANSIENT INTERMEDIATES IN THE PHOTO-FRIES ISOMERIZATION OF PHENYL ACETATE VIA SPONTANEOUS RAMAN-SPECTROSCOPY [J].
BECK, SM ;
BRUS, LE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (07) :1805-1808
[3]  
Bellus, 1971, ADV PHOTOCHEM, V8, P109
[4]  
BOESEKEN MJ, 1912, RECL TRAV CHIM PAY B, V31, P350
[5]  
Braslavsky S. E., 1987, PROVISIONAL LIST ACT
[6]  
BRASLAVSKY SE, 1989, MAGN RESONANCE CHEM, V27, P134
[7]  
BRASLAVSKY SE, 1988, J HETEROCYCLIC CHEM, V25, P1059
[8]  
BRASLAVSKY SE, 1988, MAGN RESONANCE CHEM, V26, P1109
[9]  
BREITMEIER E, 1987, J HETEROCYCLIC CHEM, V24, P1117
[10]  
BREITMEIER E, 1989, ORG MASS SPECTROM, V24, P956