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Volumn 53, Issue 43, 2014, Pages 11458-11462

An All-Halogen Bonding Rotaxane for Selective Sensing of Halides in Aqueous Media

Author keywords

anions; halogen bonding; noncovalent interactions; rotaxanes; supramolecular chemistry

Indexed keywords

BINDING ENERGY; BINS; CHEMICAL BONDS; CHLORINE COMPOUNDS; CRYSTAL ATOMIC STRUCTURE; MIXTURES; MOLECULAR ELECTRONICS; NEGATIVE IONS; RHENIUM; SINGLE CRYSTALS; SUPRAMOLECULAR CHEMISTRY;

EID: 84941044514     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201403659     Document Type: Article
Times cited : (114)

References (85)
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    • Significant quantities of the ring-closed macrocycle product were also isolated. No significant improvement in the yield of isolated rotaxane was observed using iodide (added as TBAI) instead of chloride.
    • Significant quantities of the ring-closed macrocycle product were also isolated. No significant improvement in the yield of isolated rotaxane was observed using iodide (added as TBAI) instead of chloride.
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    • Single-crystal diffraction data for were collected at low temperature with synchrotron radiation (λ=0.68890 Å) using beamline I19 (EH1) at the Diamond Light Source (et al.). The data were collected using CrystalClear (Rigaku) and reduced using CrysAlisPro (Oxford Diffraction/Agilent Technologies). The structure was solved with SuperFlip
    • Single-crystal diffraction data for were collected at low temperature with synchrotron radiation (λ=0.68890 Å) using beamline I19 (EH1) at the Diamond Light Source (, H. Nowell, et al., J. Synch. Rad. 2012, 19, 435-441). The data were collected using CrystalClear (Rigaku) and reduced using CrysAlisPro (Oxford Diffraction/Agilent Technologies). The structure was solved with SuperFlip [
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    • CCDC 993328 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.
    • CCDC 993328 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
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    • It is noteworthy that the solid-state structure also provides evidence of a weak C-H⋯Cl interaction from the methyl group of the disordered axle iodotriazolium group, with a C⋯Cl distance of 3.7638(2) Å, and an angle of 166.52.
    • It is noteworthy that the solid-state structure also provides evidence of a weak CH⋯Cl interaction from the methyl group of the disordered axle iodotriazolium group, with a C⋯Cl distance of 3.7638(2) Å, and an angle of 166.52.
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    • 1H NMR analysis.
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    • A qualitative study was conducted on a neutral XB 4,4′-bis(iodotriazole)-2,2′-bipyridyl rhenium(I) acyclic model receptor in 10 % water/acetonitrile, which demonstrated no change in the MLCT emission behavior upon addition of iodide, thus implying that there was no binding. This confirms that the quenching behavior observed with the rotaxane is a consequence of iodide binding within the interlocked host's cavity.
    • A qualitative study was conducted on a neutral XB 4,4′-bis(iodotriazole)-2,2′-bipyridyl rhenium(I) acyclic model receptor in 10 % water/acetonitrile, which demonstrated no change in the MLCT emission behavior upon addition of iodide, thus implying that there was no binding. This confirms that the quenching behavior observed with the rotaxane is a consequence of iodide binding within the interlocked host's cavity.
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    • -. These results will be published as part of a future manuscript.
    • -. These results will be published as part of a future manuscript.As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re organized for online delivery, but are not copy edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. We thank the Diamond Light Source for an award of beamtime on I19 (MT7768), and the instrument scientists for their generous help and support. We are grateful for synthetic assistance from Thomas Mole, and B.R.M. thanks Wolfson College for partial financial support.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.