Induction of an aromatic six-membered nitrogen ring via cation-pi interaction
文献类型：期刊论文
| 作者 | Duan, Hongxia; Gong, Zhen; Cheng, Jiagao; Zhu, Weiliang ; Chen, Kaixian; Jiang, Hualiang
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| 刊名 | JOURNAL OF PHYSICAL CHEMISTRY A
 |
| 出版日期 | 2006-11-09 |
| 卷号 | 110期号:44页码:12236-12240 |
| ISSN号 | 1089-5639 |
| DOI | 10.1021/jp063348a |
| 文献子类 | Article |
| 英文摘要 | Nitrogen clusters have been intensively studied for their potential application as high-energy density materials, but a six-membered nitrogen ring (N-6) was not found to be stable and aromatic. To explore the possibility of inducing an aromatic N6 ring via cation-pi interaction, quantum chemistry calculations were performed on the systems of Ca2N6, CaN6, CaN62-, N-6, and N-6(4-) at the B3LYP/6-311+G* level. The optimized geometries reveal that the planar structure of the N-6 ring is stable only in the Ca2N6 complex. The computed NBO and CHelpG charges demonstrate that the planar N-6 moiety in the Ca2N6 complex is almost a 10 pi-electron system. The predicted nucleus-independent chemical shift (NICS) values demonstrate that the N-6 moiety is aromatic in comparison with the NICS values of benzene. The estimated enthalpy of formation for the Ca2N6 complex is 100.4 kcal/mol for the reaction of 2Ca and 3N(2). The binding energy between the Ca2+ cation and the N6(4-) moiety is -1928.8 kcal/ mol, with electrostatic interaction serving as the predominant component. When all the calculated results are taken into account, including the planar structure, 10 pi-electron system, identical bond length, and negative NICS value of the N6(4-) moiety in the Ca2N6 complex, it is deduced that the alkaline earth metal Ca is capable of inducing an aromatic N6 ring through the cation-pi interaction formed by electron transfer from the Ca atom to the N-6 ring. |
| WOS关键词 | DENSITY-FUNCTIONAL THEORY ; INTERMOLECULAR INTERACTIONS ; INTERACTION ENERGIES ; QUANTUM-CHEMISTRY ; ELECTRON-DENSITY ; CHEMICAL-SHIFTS ; LIGAND ; ISOMERS ; STABILITY ; RECEPTOR |
| WOS研究方向 | Chemistry ; Physics |
| 语种 | 英语 |
| WOS记录号 | WOS:000241729200022 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/273447]  |
| 专题 | 药物发现与设计中心 |
| 通讯作者 | Zhu, Weiliang |
| 作者单位 | 1.E China Univ Sci & Technol, Sch Sci, Shanghai 200237, Peoples R China 2.Chinese Acad Sci, Drug Discovery & Design Ctr, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Duan, Hongxia,Gong, Zhen,Cheng, Jiagao,et al. Induction of an aromatic six-membered nitrogen ring via cation-pi interaction[J]. JOURNAL OF PHYSICAL CHEMISTRY A,2006,110(44):12236-12240. |
| APA | Duan, Hongxia,Gong, Zhen,Cheng, Jiagao,Zhu, Weiliang,Chen, Kaixian,&Jiang, Hualiang.(2006).Induction of an aromatic six-membered nitrogen ring via cation-pi interaction.JOURNAL OF PHYSICAL CHEMISTRY A,110(44),12236-12240. |
| MLA | Duan, Hongxia,et al."Induction of an aromatic six-membered nitrogen ring via cation-pi interaction".JOURNAL OF PHYSICAL CHEMISTRY A 110.44(2006):12236-12240. |
入库方式： OAI收割
来源：上海药物研究所
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