2-(3-羟基-2-吡啶基)-苯并咪唑的合成、晶体结构及光谱研究  

Synthesis, Crystal Structure, and Spectroscopic Studies on 2-(3-Hydroxy-2-pyridyl)benzimidazole

作　　者：易平贵[1] 王涛[1] 周继明[1] 彭洪亮[1] 李筱芳[1] 于贤勇[1] 汪朝旭[1] 

机构地区：[1]理论化学与分子模拟省部共建教育部重点实验室分子构效关系湖南省普通高等学校重点实验室湖南科技大学化学化工学院,湘潭411201

出　　处：《化学学报》2009年第24期2803-2808,共6页Acta Chimica Sinica

基　　金：国家自然科学基金(Nos.20772027;20803020)资助项目

摘　　要：在合成2-(3-羟基-2-吡啶基)-苯并咪唑的基础上,利用NMR(1H,13C,COSY,HSQC和HMBC),MS,IR和UV进行了详细表征;通过X-ray单晶衍射测定该化合物的晶体结构,实验结果表明该晶体属于单斜晶系{空间群为P21/c,a=14.289(3)?,b=10.618(2)?,c=12.783(3)?,β=93.51(3)°,V=1935.8(7)?3,Z=8},很好支持了波谱表征的结果.2-(3-羟基-2-吡啶基)-苯并咪唑的荧光光谱表明,该化合物在激发态下存在双质子转移现象,密度泛函计算结果合理解释了实验现象.2-（3-Hydroxy-2-pyridyl）benzimidazole was synthesized and characterized well by NMR （1H, 13C, COSY, HSQC, and HMBC）, MS, IR, and UV techniques, together with X-ray single crystal diffraction throughly. The diffraction experiment confirmed the results of spectroscopic analysis and showed that the crystal belongs to monoclinic, space group P21/c with unit cell parameters a=14.289（3）A, b=10.618（2）A, c=12.783（3）A, β=93.51（3）°, V=1935.8（7）A^3, and Z=8. The fluorescence spectrum indicates that there has been a double proton transfer in excited state. The results of density functional calculations provide a reasonable explanation on the experimental phenomena.

关 键 词：2-(3-羟基-2-吡啶基)-苯并咪唑 NMR 晶体结构 荧光光谱 理论计算 

分 类 号：O626.23[理学—有机化学] O614.121[理学—化学]