9-(4,5-二硫甲基-1,3-二硫杂环戊烯-2-甲叉基)蒽-10(9H)-酮的合成及量子化学计算  

Synthesis of 9-(4,5-Bis-(metylthio)-1,3-dithiol-2-ylidene)anthracen-10(9H)-one and Its Quantum Chemical Calculation

作　　者：朱玉兰[1] 阚玉和[1] 林元奎[2] 潘万龙[2] 苏忠民[3] 崔亨波[2] 

机构地区：[1]淮阴师范学院化学系,淮安223001 [2]延边大学理工学院化学系,延吉133002 [3]东北师范大学化学学院功能材料化学研究所,长春130024

出　　处：《化学学报》2003年第12期1916-1920,共5页Acta Chimica Sinica

基　　金：国家自然科学基金 (No.2 0 1 62 0 0 5);吉林省教育厅自然科学基金(No.2 0 0 38)资助项目

摘　　要：设计合成了一种新的具有D π A结构的有机分子 ,9 (4 ,5 二硫甲基 1,3 二硫杂环戊烯 2 甲叉基 )蒽 10 (9H) 酮(C19H14 OS4) .以1HNMR ,FTIR ,元素分析和UV vis进行了表征 .运用Gaussian 98量子化学程序包 ,采用B3LYP密度泛函(DFT)的方法 ,在 6 3 1G(d)水平上对分子的几何构型进行了优化 ,在优化的基础上用TDDFT的方法计算了化合物的电子光谱 ,计算值与实验值基本吻合 .用TDHF的方法计算了它的二阶非线性光学系数 ,与蒽醌相比 ,其第一超极化率 β较大 ,为12 .0 3× 10 -3 0 esu .9-( 4, 5-Bis-( metylthio)-1, 3-dithiol-2-ylidene) anthracen-10 ( 9H)-one ( C19H14OS4) has been synthesized. The molecular structure was identified and characterized by H-1 NMR, FTIR, UV-vis and elemental analysis. The electrochemical properties of C19H14OS4 have been studied by cyclic voltammetry. The electronic spectrum of C19H14OS4 was studied by using TDDFT method on the basis of the optimized geometries with B3LYP method. The obtained results are consistent with those of the experiment in general. The nonlinear second-order optical susceptibilities of the molecule were calculated by TDHF method, which are larger than that of anthraquinone with beta value of 12.03 x 10(-30) esu.

关 键 词：9-(4 5-二硫甲基-1 3-二硫杂环戊烯-2-甲叉基)蒽-10(9H)-酮 合成 量子化学 蒽醌衍生物 电子光谱 密度泛函理论 

分 类 号：O621.13[理学—有机化学]