Photosensitized Z-E isomerization of cinnamate by covalently linked 2-(3′,4′-dimethoxybenzoyl)benzyl moiety via triplet-triplet energy transfer

被引:10
|
作者
Wang, Hong-Bo [1 ]
Zhai, Bao-Chang [1 ]
Tang, Wen-Ilan [1 ]
Yu, Jing-Yu [1 ]
Song, Qin-Hua [1 ]
机构
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China
基金
中国国家自然科学基金;
关键词
Z-E photoisomerization; photosensitization; intramolecular energy transfer; cinnamate; benzophenone;
D O I
10.1016/j.chemphys.2007.02.003
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
(Z)- and (E)-2-(3',4'-Dimethoxybenzoyl)benzyl cinnamate (3Z and 3E) and (E)-N-(2-(3',4'-dimethoxybenzoyl)benzoxycarbonymethyl) cinnamide (4E) have been prepared. The photosensitized isomerization of cinnamates via intramolecular triplet-triplet (T-T) energy transfer from the triplet 2-dimethoxybenzophenone (DMBP) moiety was observed. The phosphorescence of the DMBP moiety is quenched by the attached cinnamate, indicating efficient T-T energy transfer from triplet DMBP to the cinnamate. On the basis of the intramolecular phosphorescence quenching and the intermolecular quenching experiments, it can conclude that T T energy transfer to the E isomer is more efficient than to the Z isomer, and faster than the overall decay rate of the sensitizer triplets, and the non-isomerization radiationless decays of triplet 2, or triplet cinnamate moiety in 3 and 4 are faster than the isomerization. The latter be an important reason for low quantum yields of isomerization. (c) 2007 Elsevier B.V. All rights reserved.
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页码:229 / 235
页数:7
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