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dc.contributor.authorKosikova, Tamara
dc.contributor.authorHassan, Nurul Izzaty Binti
dc.contributor.authorCordes, David Bradford
dc.contributor.authorSlawin, Alexandra Martha Zoya
dc.contributor.authorPhilp, Douglas
dc.identifier.citationKosikova , 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 .
dc.identifier.otherPURE: 222076604
dc.identifier.otherPURE UUID: 1be9a342-ebb5-42a1-838e-6afed8381e6c
dc.identifier.otherScopus: 84953432987
dc.identifier.otherORCID: /0000-0002-5366-9168/work/28023993
dc.identifier.otherORCID: /0000-0002-9198-4302/work/56639250
dc.identifier.otherORCID: /0000-0002-9527-6418/work/56862025
dc.identifier.otherWOS: 000367636600020
dc.descriptionThe 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.abstractWithin 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.relation.ispartofJournal of the American Chemical Societyen
dc.rightsCopyright © 2015 American Chemical Society. This work is made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at:
dc.subjectQD Chemistryen
dc.titleOrthogonal recognition processes drive the assembly and replication of a [2]rotaxaneen
dc.typeJournal articleen
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.contributor.institutionUniversity of St Andrews.EaSTCHEMen
dc.contributor.institutionUniversity of St Andrews.Biomedical Sciences Research Complexen
dc.description.statusPeer revieweden

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