Synthesis of a [2]Rotaxane Incorporating a "Magic Sulfur Ring" by the Thiol-Ene Click Reaction
文献类型：期刊论文
| 作者 | Zheng, Haiyan1,2; Li, Yuliang1; Zhou, Chunjie1,2; Li, Yongjun1; Yang, Wenlong1,2; Zhou, Weidong1,2; Zuo, Zicheng1,2; Liu, Huibiao1 |
| 刊名 | CHEMISTRY-A EUROPEAN JOURNAL
 |
| 出版日期 | 2011 |
| 卷号 | 17期号:7页码:2160-2167 |
| 关键词 | Sulfur Macrocycles Reaction Mechanisms Rotaxanes Template Synthesis |
| ISSN号 | 0947-6539 |
| DOI | 10.1002/chem.201002964 |
| 英文摘要 | The mild and highly efficient thiol-ene click reaction has been used to construct a rotaxane incorporating dibenzo-24-crown-8 (DB24C8) and a dibenzylammonium-derived thread in high yield under the irradiation of UV light. A rotaxane containing a disulfide linkage in the macrocycle was also synthesized by the thiol-ene click reaction. It has been demonstrated that the formation of the [2]rotaxane with the disulfide bond in the macrocycle occurs by a mechanism that is different to the threading-followed-by-stoppering process. The successful construction of a rotaxane directly from its constituent components, the macrocycle containing a disulfide linkage and the dibenzylammonium hexafluorophosphate salt, suggests that the space within the macrocycle incorporating the disulfide linkage is smaller than the phenyl unit and a plausible reaction mechanism has been proposed as follows: A small amount of the initiator forms two radicals upon the absorption of UV irradiation; the radicals act as a "key" to "unlock" the disulfide bond in the macrocycle. The resulting crown ether like moiety in the macrocycle is clipped around the ammonium ion center in the dumb-bell-shaped compound. The [2]rotaxane is generated upon recombination of the disulfide linkage. |
| 语种 | 英语 |
| WOS记录号 | WOS:000287986500017 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/73393]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Li, Yuliang |
| 作者单位 | 1.Chinese Acad Sci, Inst Chem, Key Lab Organ Solids, BNLMS, Beijing 100190, Peoples R China 2.Chinese Acad Sci, Grad Univ, Beijing 100049, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zheng, Haiyan,Li, Yuliang,Zhou, Chunjie,et al. Synthesis of a [2]Rotaxane Incorporating a "Magic Sulfur Ring" by the Thiol-Ene Click Reaction[J]. CHEMISTRY-A EUROPEAN JOURNAL,2011,17(7):2160-2167. |
| APA | Zheng, Haiyan.,Li, Yuliang.,Zhou, Chunjie.,Li, Yongjun.,Yang, Wenlong.,...&Liu, Huibiao.(2011).Synthesis of a [2]Rotaxane Incorporating a "Magic Sulfur Ring" by the Thiol-Ene Click Reaction.CHEMISTRY-A EUROPEAN JOURNAL,17(7),2160-2167. |
| MLA | Zheng, Haiyan,et al."Synthesis of a [2]Rotaxane Incorporating a "Magic Sulfur Ring" by the Thiol-Ene Click Reaction".CHEMISTRY-A EUROPEAN JOURNAL 17.7(2011):2160-2167. |
入库方式： OAI收割
来源：化学研究所
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