氟代芳基碳酸酯与氨基甲酸酯中氢键的理论研究  

C -H…F -C HYDROGEN BONDS IN MOLECULAR CRYSTAL OF FLUORINATED ARYL BISCARBONATES AND BISCARBAMATE：A STUDY BASED ON AIM AND NBO ANALYSES

作　　者：张彩华[1] 赵萱[2] 孙南[1] 张桂秋[1] 

机构地区：[1]山东师范大学化学化工与材料科学学院,济南250014 [2]淄博职业学院旅游管理系,山东淄博255314

出　　处：《山东师范大学学报（自然科学版）》2014年第1期65-70,共6页Journal of Shandong Normal University(Natural Science)

基　　金：山东省自然科学基金项目资助（ZR2011 BM016）．

摘　　要：运用 AIM理论在 B97D 水平上计算了2-丁炔-1，4-二基二（2，3，4，5，6-五氟苯基碳酸酯）1，2-丁炔-1，4-二基二（4-氟苯基碳酸酯）2及2-丁炔-1，4-二基二（2，3，4，5，6-五氟苯氨基甲酸酯）3中的分子间有机氟 C -H…F -C 氢键．这些分子间氢键为闭壳相互作用．尽管晶体1中 H…F 距离接近经典氢键，但是该有机氟氢键仍为弱氢键．NBO 分析表明，研究的有机氟 C -H…F -C 氢键存在明显的电荷转移，用电荷转移合理地解释了分子1采取顺式结构．The intermolecular C-H…F-C hydrogen bonds in crystalline but -2 -yne -1 ,4 -diyl bis（2, 3,4,5,6 -pentafluorophenylcarbonate）1 ,but -2 -yne -1 ,4 -diyl bis（4 -fluorophenylcarbonate）2,and but -2 -yne -1 ,4 -diyl bis（2,3,4,5,6 -pentafluorophenylcarbamate）3 are characterized by using AIMtheory at the B97D level.Criteria based on a topological analysis of the electron density were applied.These intermolecular C-H…F-C hydrogen bonds present typical properties of closed -shell interaction.Our study revealed that organic fluorine hydrogen bond in crystalline 1 is still weak although the distance of H…F is extremely short.NBO analyses indicate that charge transfer （nF→σ＊C-H）is significant even for such weak C-H…F-C hydrogen bonds.The significantly large stabilizing role of charge transfer in crystalline 1 compared with 2,3 gives an explanation for the syn -conformation of organic molecule 1 .

关 键 词：有机氟氢键 AIM理论 NBO 方法 电荷转移 中子衍射 

分 类 号：O641.121[理学—物理化学]