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Orthogonal recognition processes drive the assembly and replication of a [2]rotaxane
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dc.contributor.author | Kosikova, Tamara | |
dc.contributor.author | Hassan, Nurul Izzaty Binti | |
dc.contributor.author | Cordes, David Bradford | |
dc.contributor.author | Slawin, Alexandra Martha Zoya | |
dc.contributor.author | Philp, Douglas | |
dc.date.accessioned | 2016-10-16T23:33:17Z | |
dc.date.available | 2016-10-16T23:33:17Z | |
dc.date.issued | 2015-12-30 | |
dc.identifier | 222076604 | |
dc.identifier | 1be9a342-ebb5-42a1-838e-6afed8381e6c | |
dc.identifier | 84953432987 | |
dc.identifier | 000367636600020 | |
dc.identifier.citation | Kosikova , T , Hassan , N I B , Cordes , D B , Slawin , A M Z & Philp , D 2015 , ' Orthogonal recognition processes drive the assembly and replication of a [2]rotaxane ' , Journal of the American Chemical Society , vol. 137 , no. 51 , pp. 16074–16083 . https://doi.org/10.1021/jacs.5b09738 | en |
dc.identifier.issn | 0002-7863 | |
dc.identifier.other | ORCID: /0000-0002-5366-9168/work/28023993 | |
dc.identifier.other | ORCID: /0000-0002-9198-4302/work/56639250 | |
dc.identifier.other | ORCID: /0000-0002-9527-6418/work/56862025 | |
dc.identifier.uri | https://hdl.handle.net/10023/9670 | |
dc.description | The financial support for this work was provided by EPSRC (Grant EP/K503162/1 and EP/E017851/1) and the Ministry for Higher Education Malaysia. | en |
dc.description.abstract | Within a small, interconnected reaction network, orthogonal recognition processes drive the assembly and replication of a [2]rotaxane. Rotaxane formation is governed by a central, hydrogen-bonding-mediated binding equilibrium between a macrocycle and a linear component, which associate to give a reactive pseudorotaxane. Both the pseudorotaxane and the linear component undergo irreversible, recognition-mediated 1,3-dipolar cycloaddition reactions with a stoppering maleimide group, forming rotaxane and thread, respectively. As a result of these orthogonal recognition-mediated processes, the rotaxane and thread can act as auto-catalytic templates for their own formation and also operate as crosscatalytic templates for each other. However, the interplay between the recognition and reaction processes in this reaction network results in the formation of undesirable pseudorotaxane complexes, causing thread formation to exceed rotaxane formation in the current experimental system. Nevertheless, in the absence of competitive macrocycle-binding sites, realization of a replicating network favoring formation of rotaxane is possible. | |
dc.format.extent | 34866617 | |
dc.language.iso | eng | |
dc.relation.ispartof | Journal of the American Chemical Society | en |
dc.subject | QD Chemistry | en |
dc.subject | DAS | en |
dc.subject | BDC | en |
dc.subject | R2C | en |
dc.subject.lcc | QD | en |
dc.title | Orthogonal recognition processes drive the assembly and replication of a [2]rotaxane | en |
dc.type | Journal article | en |
dc.contributor.sponsor | EPSRC | en |
dc.contributor.sponsor | EPSRC | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.contributor.institution | University of St Andrews. Biomedical Sciences Research Complex | en |
dc.identifier.doi | 10.1021/jacs.5b09738 | |
dc.description.status | Peer reviewed | en |
dc.date.embargoedUntil | 2016-10-16 | |
dc.identifier.url | http://pubs.acs.org/doi/suppl/10.1021/jacs.5b09738 | en |
dc.identifier.grantnumber | EP/E017851/1 | en |
dc.identifier.grantnumber | EP/K039210/1 | en |
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