Theoretical investigation of ion pair S(N)2 reactions of alkali isothiocyanates with alkyl halides. Part 1. Reaction of lithium isothiocyanate and methyl fluoride with inversion mechanism
文献类型：期刊论文
| 作者 | Zhu, HJ ; Ren, Y ; Ren, J ; Chu, SY |
| 刊名 | INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY
 |
| 出版日期 | 2005 |
| 卷号 | 101期号:1页码:104-112 |
| 关键词 | ab initio inversion mechanism isothiocyanate reaction pathway S(N)2 thiocyanate TRANSITION-STATE STRUCTURE NUCLEOPHILIC-SUBSTITUTION REACTIONS RETENTION MECHANISMS CONFIGURATION |
| ISSN号 | 0020-7608 |
| 通讯作者 | Ren, Y (reprint author), Sichuan Univ, Coll Chem, Chengdu 610064, Peoples R China. yiren57@hotmail.com |
| 英文摘要 | The gas-phase ionic S(N)2 reactions NCS- + CH3F and ion pair S(N)2 reaction LiNCS + CH3F with inversion mechanism were investigated at the level of MP2(full)/6-311+G**//HF/6-311+G**. Both of them involve the reactants complex, inversion transition state, and products complex. There are two possible reaction pathways in the ionic S(N)2 reaction but four reaction pathways in the ion pair S(N)2 reaction. Our results indicate that the introduction of lithium significantly lower the reaction barrier and make the ion pair displacement reaction more facile. For both ionic and ion pair reaction, methyl thiocyanate is predicted to be the major product, but the latter is more selective. More-stable methyl isothiocyanate can be prepared by thermal rearrangement of methyl thiocyanate. The theoretical predictions are consistent with the known experimental results. (C) 2004 Wiley Periodicals, Inc. |
| 学科主题 | Chemistry, Physical; Mathematics, Interdisciplinary Applications; Physics, Atomic, Molecular & Chemical |
| 收录类别 | SCI |
| 语种 | 英语 |
| 公开日期 | 2012-10-12 |
| 源URL | [http://ir.kib.ac.cn/handle/151853/15442]  |
| 专题 | 昆明植物研究所_植物化学与西部植物资源持续利用国家重点实验室 |
| 推荐引用方式 GB/T 7714 | Zhu, HJ,Ren, Y,Ren, J,et al. Theoretical investigation of ion pair S(N)2 reactions of alkali isothiocyanates with alkyl halides. Part 1. Reaction of lithium isothiocyanate and methyl fluoride with inversion mechanism[J]. INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY,2005,101(1):104-112. |
| APA | Zhu, HJ,Ren, Y,Ren, J,&Chu, SY.(2005).Theoretical investigation of ion pair S(N)2 reactions of alkali isothiocyanates with alkyl halides. Part 1. Reaction of lithium isothiocyanate and methyl fluoride with inversion mechanism.INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY,101(1),104-112. |
| MLA | Zhu, HJ,et al."Theoretical investigation of ion pair S(N)2 reactions of alkali isothiocyanates with alkyl halides. Part 1. Reaction of lithium isothiocyanate and methyl fluoride with inversion mechanism".INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY 101.1(2005):104-112. |
入库方式： OAI收割
来源：昆明植物研究所
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