Photohydrodimerization of 6-methoxyflavone to 6,6"-dimethoxy-2,2"-biflavanones

被引:8
作者
Chen, AH [1 ]
Kuo, WB [1 ]
Chen, CW [1 ]
机构
[1] Natl Kaohsiung Normal Univ, Dept Chem, Kaohsiung 802, Taiwan
关键词
6-methoxyflavone; 6,6 ''-dimethoxy-2,2 ''-biflavones; 6-methoxyflavanone; photolysis; photohydrodimerization;
D O I
10.1002/jccs.200400203
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
6-Methoxyflavone (7) easily afforded two hydrodimers of rac-6,6"-dimethoxy-2,2"-biflavanone (8a) and meso-6,6"-dimethoxy-2,2"-biflavanone (8b) and one reductive product of 6-methoxyflavanone (9) by using photolysis with the electron-donating amines including triethylamine, 2-(N,N-dimethylamino)ethanol Or N,N-dimethylaniline in solvents of acetonitrile, benzene or methylene dichloride. They were found to give higher yields of rac-6,6"-dimethoxy-2,2"-biflavanone (8a) and meso-6,6"-dimethoxy-2,2"-biflavanone (8b) (38.7% and 4.5%, 35.3% and 6.2%, respectively) in the reaction conditions of 1/10 molar ratio of 6-methoxyflavone (7) to triethylamine in a solvent of acetonitrile with irradiation of twenty-four hours by using 306 nm and 352 nm lamps.
引用
收藏
页码:1389 / 1394
页数:6
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