文献类型：期刊文献

英文题名：Two Stepwise Synthetic Routes toward a Hetero[4]rotaxane

作者：Luo, Qian-Fu;Zhu, Lan;Rao, Si-Jia;Li, Hong;Miao, Qi;Qu, Da-Hui[1]

机构：[1]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China; E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

年份：2015

卷号：80

期号：9

起止页码：4704

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;EI(收录号：20151900828420);WOS:【SCI-EXPANDED(收录号:WOS:000354004600048)】；

基金：We thank the NSFC/China (21272073, 21421004, 21190033) and National Basic Research 973 Program (2011CB808400), the Fok Ying Tong Education Foundation (121069), the Fundamental Research Funds for the Central Universities, and the Innovation Program of Shanghai Municipal Education Commission for financial support. We appreciate the referees very much for their valuable comments, and some discussions in the text originate from their comments.

语种：英文

外文关键词：Crown ethers - Esterification - Nuclear magnetic resonance spectroscopy - Electrospray ionization

摘要：Heterorotaxanes have been emerging as an important class of Mechanically interlocked molecules and have attracted much attention in recent years., Driven by the distinguishable host guest, interactions between crown ether macrocycles and ammonium with different sizes, a novel hetero[4]rotaxane was successfully prepared by employing the combination of copper-catalyzed "click" reaction and P(n-Bu)(3)-catalyzed esterification reaction as stoppering reactions. The hetero,[4]rotaxane contains an interlocked species in which a dibenzo[24]crown-8 ring threaded by a dibenzylammonium-containing component With two benzo[21]crown-7 macrocycles at both ends, to act as stoppers, and each of the two benzo[21]crown-7 rings is also threaded with a benzylalkylammonium unit to form the second interlocked species. The hetero[4]rotaxane was prepared through two different stepwise synthetic routes, and the complicated chemical structure of the hetero[4]-rotaxane was well-characterized by H-1 NMR spectroscopy and high-resolution electrospray ionization. (HR-ESI) mass spectrometry. The investigation Shows that the construction of Complicated topological heterorotaxane can be achieved via distinct approaches with high efficiencies, which may, provide a foundation for the construction of more sophisticated heterorotaxane systems. or functional supermolecules.