Effects of solvent on weak halogen bonds: Density functional theory calculations
文献类型：期刊论文
| 作者 | Lu, Yunxiang1,2; Li, Haiying1,2; Zhu, Xiang1,2; Liu, Honglai1,2; Zhu, Weiliang3
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| 刊名 | INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY
 |
| 出版日期 | 2012-03-05 |
| 卷号 | 112期号:5页码:1421-1430 |
| 关键词 | weak halogen bonds solvent effects PCM PBE |
| ISSN号 | 0020-7608 |
| DOI | 10.1002/qua.23125 |
| 文献子类 | Article |
| 英文摘要 | In recent years, many applications of solution-phase halogen bonding in anion recognition, catalysis, and pseudorotaxane formation have been reported. Moreover, a number of thermodynamic data of halogen bonding interactions in organic solution are now available. To obtain detailed information of the influence of the surrounding medium on weak halogen bonds, a series of dimeric complexes of halobenzene (PhX) with three electron donors (H2O, HCHO, and NH3) were investigated by means of DFT/PBE calculations in this work. The PCM implicit solvation approach was utilized to include the effects of three solvents (cyclohexane, chloroform, and water) as representatives for a wide range of dielectric constant. In some cases, halogen-bond distances are shown to shorten in solution, accompanied by concomitant elongation of the C?X bonds. For the remaining systems, the intermolecular distances tend to increase or remain almost unchanged under solvent effects. In general, the solvent has a slight destabilizing effect on weak halogen bonds; the strength order of halogen bonds observed in vacuum remains unchanged in liquid phases. Particularly, the interaction strength attenuates in the order I > Br > Cl in solution, consistent with the experimental measurements of weak halogen bond door abilities. The similarities between halogen and hydrogen bonding in solution were also elucidated. The results presented herein would be very useful in future applications of halogen bonding in molecular recognition and medicinal chemistry. (C) 2011 Wiley Periodicals, Inc. Int J Quantum Chem, 2012 |
| WOS关键词 | POLARIZABLE CONTINUUM MODEL ; O HYDROGEN-BONDS ; MOLECULAR-INTERACTIONS ; SIGMA-HOLE ; AB-INITIO ; COMPLEXES ; ENERGY ; ATOMS ; APPROXIMATION ; RECOGNITION |
| 资助项目 | Natural Science Foundation of Shanghai[11ZR1408700] ; Natural Science Foundation of China[20736002] ; Ministry of Education of China[IRT0721] |
| WOS研究方向 | Chemistry ; Mathematics ; Physics |
| 语种 | 英语 |
| WOS记录号 | WOS:000299335900018 |
| 出版者 | WILEY-BLACKWELL |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/278156]  |
| 专题 | 药物发现与设计中心 |
| 通讯作者 | Lu, Yunxiang |
| 作者单位 | 1.E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China; 2.E China Univ Sci & Technol, Dept Chem, Shanghai 200237, Peoples R China; 3.Chinese Acad Sci, Shanghai Inst Mat Med, Drug Discovery & Design Ctr, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Lu, Yunxiang,Li, Haiying,Zhu, Xiang,et al. Effects of solvent on weak halogen bonds: Density functional theory calculations[J]. INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY,2012,112(5):1421-1430. |
| APA | Lu, Yunxiang,Li, Haiying,Zhu, Xiang,Liu, Honglai,&Zhu, Weiliang.(2012).Effects of solvent on weak halogen bonds: Density functional theory calculations.INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY,112(5),1421-1430. |
| MLA | Lu, Yunxiang,et al."Effects of solvent on weak halogen bonds: Density functional theory calculations".INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY 112.5(2012):1421-1430. |
入库方式： OAI收割
来源：上海药物研究所
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