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

Sean W. Robinson; Paul D. Beer; Timothy Barendt

doi:10.1039/c6sc00783j

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

Sean W. Robinson, Paul D. Beer^*, Timothy Barendt

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

33 Citations (Scopus)

93 Downloads (Pure)

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.

Original language	English
Pages (from-to)	5171-5180
Number of pages	10
Journal	Chemical Science
Volume	7
Issue number	8
DOIs	https://doi.org/10.1039/c6sc00783j
Publication status	Published - 28 Apr 2016

ASJC Scopus subject areas

General Chemistry

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10.1039/c6sc00783jLicence: Creative Commons: Attribution (CC BY)

Barendt_et_al_Superior_anion_induced_shuttling_behaviour_Chemical_Science_2016
Barendt, T, Robinson, SW & Beer, PD. (2016) 'Superior anion induced shuttling behaviour exhibited by a halogen bonding two station rotaxane', Chemical Science, vol. 7, no. 8, pp. 5171-5180. https://doi.org/10.1039/c6sc00783j
Final published version, 1.36 MBLicence: Creative Commons: Attribution (CC BY)

https://doi.org/10.1039/C6SC00783JLicence: Creative Commons: Attribution (CC BY)

Cite this

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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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N2 - 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.

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

Abstract

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