3，6-二(3-苯基-1，3-丙二酮基)-9-乙基咔唑的合成、光谱性质与量子化学研究  

Synthesis and the Spectral Characteristic and Quantum Chemistry of 3,6-Bis(3-phenyl-1,3-oxopranoyl)-9-ethylcarbazole

作　　者：邓崇海[1] 胡寒梅[2] 丁爱琴[1] 邵国泉[1] 吴杰颖[3] 

机构地区：[1]合肥学院化学与材料工程系,安徽合肥230022 [2]安徽建筑工业学院材料与化学系,安徽合肥230022 [3]安徽大学化学化工学院化学系,安徽合肥230039

出　　处：《分析测试学报》2008年第5期497-500,504,共5页Journal of Instrumental Analysis

基　　金：国家自然科学基金资助项目(50335050);安徽省教育厅自然科学基金资助项目(2006KJ159B);安徽省高校青年教师科研资助计划项目(2006jq1228)

摘　　要：咔唑分子经SN1烷基化、Friedle-crafts双乙酰化和Claisen缩合3步反应,合成了一种新颖的双β-二酮化合物9-乙基-3,6-二(3-苯基-1,3-丙二酮基)咔唑,对其结构进行了元素分析、IR、1H NMR和MS表征。研究了中间体和目标化合物的吸收光谱性质,采用密度泛函理论在B3LYP/6-31G*水平上对目标化合物基态结构进行优化,运用含时密度泛函理论在相同水平上计算了吸收光谱数据,从微观上分析了化合物的电子跃迁行为。Based on the carbazole molecular design, a novel bis（β-diketonate）compound, viz. 3,6- bis（ 3-phenyl-1,3-oxopranoyl）-9-ethylcarbazole（4） was synthesized through SN1 nucleophilic substitution reaction, Friedel -crafts electrophilic substitution reaction and Claisen condensation reaction. The compound was characterized by IR spectra, 1^H NMR, MS and elemental analysis. The absorption spectra of the intermediate and target compound 4 were studied. To analyse the electronic transition behavior of target compound 4 from the microscopic point of view, the time-dependent density functional theory（TDDFT） on the level of Beck - Lee - Yang - Parr （ B3LYP）6 - 31G（ d, p） was used to optimize the ground state structure of the target compound, and was then used to calculate the molecular excitation energy and oscillator strength. All the calculations were executed on the P4 - 2.0G computer with the Gaussian 98 program.

关 键 词：咔唑 双Β-二酮 吸收光谱 密度泛函理论 

分 类 号：O621.3[理学—有机化学] O433.51[理学—化学]