Please use this identifier to cite or link to this item: https://doi.org/10.1039/c001343a
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dc.titleEfficient synthesis of a hetero[4]rotaxane by a threading-stoppering- followed-by-clipping approach
dc.contributor.authorYin, J.
dc.contributor.authorChi, C.
dc.contributor.authorWu, J.
dc.date.accessioned2014-06-23T05:37:52Z
dc.date.available2014-06-23T05:37:52Z
dc.date.issued2010
dc.identifier.citationYin, J., Chi, C., Wu, J. (2010). Efficient synthesis of a hetero[4]rotaxane by a threading-stoppering- followed-by-clipping approach. Organic and Biomolecular Chemistry 8 (11) : 2594-2599. ScholarBank@NUS Repository. https://doi.org/10.1039/c001343a
dc.identifier.issn14770520
dc.identifier.urihttp://scholarbank.nus.edu.sg/handle/10635/76041
dc.description.abstractA "threading-stoppering-followed-by-clipping" approach was used for the synthesis of a hetero[4]rotaxane, in which one cucurbit[6]uril (CB[6]) and two hetero crown ether macrocycles are threaded onto one dumbbell-shaped molecule. The process involves three steps: (1) threading of a CB[6] macrocycle onto a thread containing two dialkylammonium sites to form a CB[6]-based pseudo[2]rotaxane; (2) stoppering of the as-formed pseudo[2]rotaxane by imine condensation reaction followed by reduction/protonation to afford a CB[6]-based [2]rotaxane with two new dialkylammonium sites; and (3) selective clipping of two hetero crown ether macrocycles onto the newly-formed ammonium sites and subsequent reduction of the imine bonds in each crown ether to afford the final hetero[4]rotaxane in good yield. The whole process was followed by NMR spectroscopy and the structure of the hetero[4]rotaxane was confirmed by NMR spectroscopy, elemental analysis and mass spectrometry. © The Royal Society of Chemistry 2010.
dc.description.urihttp://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1039/c001343a
dc.sourceScopus
dc.typeArticle
dc.contributor.departmentCHEMISTRY
dc.description.doi10.1039/c001343a
dc.description.sourcetitleOrganic and Biomolecular Chemistry
dc.description.volume8
dc.description.issue11
dc.description.page2594-2599
dc.identifier.isiut000277879700017
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