Influence of axle length on the rate and mechanism of shuttling in rigid H-shaped [2]rotaxanes

dc.contributor.author	Gholami G.
dc.contributor.author	Zhu K.
dc.contributor.author	Baggi G.
dc.contributor.author	Schott E.
dc.contributor.author	Zarate X.
dc.contributor.author	Loeb S.J.
dc.date.accessioned	2020-09-02T22:19:25Z
dc.date.available	2020-09-02T22:19:25Z
dc.date.issued	2017
dc.identifier	10.1039/c7sc03736h
dc.identifier.citation	8, 11, 7718-7723
dc.identifier.issn	20416520
dc.identifier.uri	https://hdl.handle.net/20.500.12728/4737
dc.description	A series of [2]rotaxane molecular shuttles was prepared containing a dibenzo[24]crown-8 (DB24C8) wheel and a rigid H-shaped axle with varying track lengths between recognition sites; from 7.4 to 20.3 Å as defined by 1-4 phenyl rings or a naphthyl group. The rate of shuttling was measured by variable temperature 1H NMR spectroscopy for neutral compounds and EXSY experiments for dicationic species. The rates were found to be independent of the length of the axle, except when the distance between the two recognition sites might be short enough (n = 1) to allow the crown ether to simultaneously interact with both recognition sites providing a short-cut mechanism which could lower the energy barrier. This notion is supported by DFT calculations and solid-state characterization of model compounds that mimic possible transition states. © 2017 The Royal Society of Chemistry.
dc.language.iso	en
dc.publisher	Royal Society of Chemistry
dc.title	Influence of axle length on the rate and mechanism of shuttling in rigid H-shaped [2]rotaxanes
dc.type	Article

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