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Effect of Frontier Orbital on Aggregation Behavior of Barbituric Acid Derivatives

Effect of Frontier Orbital on Aggregation Behavior of Barbituric Acid Derivatives
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摘要 Two amphiphilic barbituric acid derivatives with a D-π-A structure, 5-(4-dodecyloxybenzylidene)-(1H,3H)-2,4,6-pyrimidinetrione(PB_ 12) and 5-(4-N,N-didodecylaminobenzylidene)-(1H,3H)-2,4,6-pyrimidintrione(AB_ 12) were found to show different aggregation behavior in chloroform. PB_ 12, a derivative with weak electron donating and strong electron drawing substituents, tends to aggregate in a head-to-tail manner, whereas AB_ 12, a derivative with both strong electron donating and drawing substituents, tends to aggregate in a face-to-face manner at a higher concentration. The cyclic voltammograms of AB_ 12 and PB_ 12 show that their energy levels of LUMO approach each other, however, the energy level of HOMO of AB_ 12 is much higher than that of PB_ 12. Two amphiphilic barbituric acid derivatives with a D-π-A structure, 5-(4-dodecyloxybenzylidene)-(1H,3H)-2,4,6-pyrimidinetrione(PB_ 12) and 5-(4-N,N-didodecylaminobenzylidene)-(1H,3H)-2,4,6-pyrimidintrione(AB_ 12) were found to show different aggregation behavior in chloroform. PB_ 12, a derivative with weak electron donating and strong electron drawing substituents, tends to aggregate in a head-to-tail manner, whereas AB_ 12, a derivative with both strong electron donating and drawing substituents, tends to aggregate in a face-to-face manner at a higher concentration. The cyclic voltammograms of AB_ 12 and PB_ 12 show that their energy levels of LUMO approach each other, however, the energy level of HOMO of AB_ 12 is much higher than that of PB_ 12.
出处 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2002年第4期441-444,共4页 高等学校化学研究(英文版)
基金 Supported by the National Natural Science Foundation of China( No.5 0 172 0 19) and Excellent Young TeachersProgram of MOE,P.R.China.
关键词 Barbituric acid derivative AGGREGATION HOMO LUMO Barbituric acid derivative Aggregation HOMO LUMO
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