Green photochemistry:: the solar-chemical 'photo-Friedel-Crafts acylation' of quinones

被引:60
作者
Schiel, C
Oelgemöller, M
Ortner, J
Mattay, J
机构
[1] Univ Bielefeld, Fak Chem, D-33501 Bielefeld, Germany
[2] JST, ERATO, Inoue Photochirogenesis Project, Toyonaka, Osaka 5600085, Japan
[3] Deutsches Zentrum Luft & Raumfahrt EV DLR, D-51170 Cologne, Germany
关键词
D O I
10.1039/b106425h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The photoreactions between 1,4-quinones (1 and 4) and aldehydes (2 and 5), yielding acylated hydroquinones as sole products, were investigated under artificial and solar irradiation conditions. Three different solar reactors were used for the photochemical syntheses with sunlight (PROPHIS, CPC and a flat bed reactor), and the CPC system was found to be the most robust one in terms of weather dependence. The solar reactions can be easily performed on a half-kilogram scale using cheap and commercially available starting materials.
引用
收藏
页码:224 / 228
页数:5
相关论文
共 43 条
[1]  
[Anonymous], 1994, Photochemical Key Steps in Organic Synthesis: An Experimental Course Book
[2]   A SHORT SYNTHESIS OF DEOXYFRENOLICIN [J].
BRIMBLE, MA ;
LYNDS, SM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (05) :493-496
[3]   LIGHT-INDUCED REACTIONS OF QUINONES [J].
BRUCE, JM .
QUARTERLY REVIEWS, 1967, 21 (03) :405-&
[4]  
BRUCE LM, 1974, CHEM QUINONOID COMPO, V1, P465
[5]  
Ciamician G, 1912, Science, V36, P385, DOI 10.1126/science.36.926.385
[6]   Sunlight-induced regio- and stereo-specific (2π+2π) cycloaddition of arylethenes to 2-substituted-1,4-naphthoquinones [J].
Covell, C ;
Gilbert, A ;
Richter, C .
JOURNAL OF CHEMICAL RESEARCH-S, 1998, (06) :316-+
[7]   THE PHOTOCHEMICAL-SYNTHESIS OF FINE CHEMICALS WITH SUNLIGHT [J].
ESSER, P ;
POHLMANN, B ;
SCHARF, HD .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (20) :2009-2023
[8]  
ESSER P, 1994, ANGEW CHEM, V106, P2085
[9]  
Funken KH, 2000, J INFORM REC, V25, P3
[10]   Solar collectors versus lamps -: a comparison of the energy demand of industrial photochemical processes as exemplified by the production of ε-caprolactam [J].
Funken, KH ;
Müller, FJ ;
Ortner, J ;
Riffelmann, KJ ;
Sattler, C .
ENERGY, 1999, 24 (08) :681-687