Superior anion induced shuttling behaviour exhibited by a halogen bonding two station rotaxane

Chemical Science
Timothy A BarendtPaul D Beer

Abstract

Two bistable halogen and hydrogen bonding-naphthalene diimide [2]rotaxanes have been prepared and the system incorporating a halogen bond donor anion recognition site is demonstrated to exhibit superior anion induced translational motion of the macrocyclic wheel component relative to the hydrogen bonding analogue. Proton NMR spectroscopy is used to estimate the percentage occupancies of the macrocycle at the respective station and importantly indicates that the halogen bonding rotaxane displays superior positional integrity in competitive protic solvent media as a consequence of strong halogen bond-halide anion binding interactions.

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Citations

Oct 17, 2018·Angewandte Chemie·Casey J MassenaOrion B Berryman
Jan 18, 2018·Angewandte Chemie·Ronny Tepper, Ulrich S Schubert
Jan 9, 2021·Journal of the American Chemical Society·Damien SluysmansAnne-Sophie Duwez
Mar 12, 2021·Journal of the American Chemical Society·Stefan BorsleyBenjamin M W Roberts
May 14, 2021·Organic & Biomolecular Chemistry·Hui Min Tay, Paul Beer
Jul 27, 2021·Chemical Society Reviews·Sheshanath V BhosaleSubi George
Jun 8, 2017·Journal of the American Chemical Society·Timothy A BarendtPaul D Beer
Jan 21, 2017·The Journal of Organic Chemistry·Leonardo MaugeriDouglas Philp
Jan 18, 2018·Journal of the American Chemical Society·Timothy A BarendtPaul D Beer
Sep 23, 2016·Organic Letters·Huangtianzhi ZhuFeihe Huang
Feb 23, 2017·The Journal of Organic Chemistry·Hafida AliouatSophie Faure
May 5, 2017·Journal of the American Chemical Society·David A LeighXiaokang Zhu
Jul 29, 2021·Chemistry : a European Journal·Yuen Cheong TsePaul D Beer

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Methods Mentioned

BETA
NMR
X-ray

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