Intramolecular C-H?F hydrogen bondinginduced 1,2,3-triazole-based foldamers
文献类型：期刊论文
| 作者 | Liu YH(刘艳华)1; Zhang L(张亮)1; Xu XN(徐晓娜)1; Li ZM(李志明)1; Zhang DW(张丹维)1; Zhao X(赵新)1; Li ZT(黎占亭)1 |
| 刊名 | Org. Chem. Front.
 |
| 出版日期 | 2014 |
| 卷号 | 1页码:494-500 |
| 其他题名 | 分子内 C-H?F 氢键诱导的1,2,3-三氮唑折叠体 |
| 英文摘要 | This paper reports the first series of artificial secondary structures that are induced by intermolecular C–H?F hydrogen bonding. Oligomers that contain two, four, six, and eight 1,2,3-triazole units have been designed and prepared by connecting the neighbouring 1,2,3-triazole units with 4,6-difluoro-m-phenylene linker(s). Two triphenylmethyl groups are appended at the ends of the backbones to suppress the stacking of the backbones and provide solubility. X-Ray analysis and 1H NMR and two-dimensional 1H–19F heteronuclear Overhauser enhancement spectroscopic (HOESY) experiments support that the 1,2,3-triazole backbones adopt folded or helical conformations due to the formation of continuous three-centred C–H?F hydrogen bonding. Quantum chemical calculations reveal that the longest 8-mer foldamer can form a one-turn helical cavity with a diameter of ca. 1.7 nm. Halide anion competition experiments show that the intramolecular C–H?F hydrogen bonding is more stable than the well-established intermolecular C–H?X? (X = Cl and I) hydrogen bonding. |
| 学科主题 | 物理有机化学 |
| 原文出处 | http://dx.doi.org/10.1039/c4qo00047a |
| 语种 | 英语 |
| 源URL | [http://ir.sioc.ac.cn/handle/331003/39148]  |
| 专题 | 上海有机化学研究所_物理有机化学研究室 |
| 作者单位 | 1.中科院上海有机化学研究所 2.复旦大学 |
| 推荐引用方式 GB/T 7714 | Liu YH,Zhang L,Xu XN,et al. Intramolecular C-H?F hydrogen bondinginduced 1,2,3-triazole-based foldamers[J]. Org. Chem. Front.,2014,1:494-500. |
| APA | 刘艳华.,张亮.,徐晓娜.,李志明.,张丹维.,...&黎占亭.(2014).Intramolecular C-H?F hydrogen bondinginduced 1,2,3-triazole-based foldamers.Org. Chem. Front.,1,494-500. |
| MLA | 刘艳华,et al."Intramolecular C-H?F hydrogen bondinginduced 1,2,3-triazole-based foldamers".Org. Chem. Front. 1(2014):494-500. |
入库方式： OAI收割
来源：上海有机化学研究所
浏览0
下载0
收藏0
其他版本
除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。