Jump to main content
Jump to site search

Issue 9, 2015
Previous Article Next Article

Coordination diversity in hydrogen-bonded homoleptic fluoride–alcohol complexes modulates reactivity

Author affiliations

Abstract

The nucleophilic reactivity of fluoride ion is altered in the presence of hydrogen-bond donors, including alcohols. Relatively little is known about the coordination involved; to rectify this, the X-ray structures of fourteen novel fluoride–alcohol complexes with tetrabutylammonium as the counterion have been determined. The coordination number varies from two to four depending on the steric bulk of the alcohol and is closely linked to trends in reactivity. This diversity in coordination stoichiometry is unprecedented but significant, as it implies differences in the ability of the fluoride–alcohol complexes to dissociate in solution with release of a more active and/or selective fluoride source.

Graphical abstract: Coordination diversity in hydrogen-bonded homoleptic fluoride–alcohol complexes modulates reactivity

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 19 May 2015, accepted on 22 Jun 2015 and first published on 22 Jun 2015


Article type: Edge Article
DOI: 10.1039/C5SC01812A
Citation: Chem. Sci., 2015,6, 5293-5302
  • Open access: Creative Commons BY license
  •   Request permissions

    Coordination diversity in hydrogen-bonded homoleptic fluoride–alcohol complexes modulates reactivity

    K. M. Engle, L. Pfeifer, G. W. Pidgeon, G. T. Giuffredi, A. L. Thompson, R. S. Paton, J. M. Brown and V. Gouverneur, Chem. Sci., 2015, 6, 5293
    DOI: 10.1039/C5SC01812A

    This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author