Literature DB >> 22218406

2-Iodo-imidazolium receptor binds oxoanions via charge-assisted halogen bonding.

Massimo Cametti1, Kari Raatikainen, Pierangelo Metrangolo, Tullio Pilati, Giancarlo Terraneo, Giuseppe Resnati.   

Abstract

A detailed (1)H-NMR study of the anion binding properties of the 2-iodo-imidazolium receptor 1 in DMSO allows to fully attribute the observed affinities to strong charge-assisted C-I···X(-) halogen bonding (XB). Stronger binding was observed for oxoanions over halides. Phosphate, in particular, binds to 1 with an association constant of ca. 10(3) M(-1), which is particularly high for a single X-bond. A remarkably short C-I···O(-) contact is observed in the structure of the salt 1·H(2)PO(4)(-).

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Year:  2012        PMID: 22218406     DOI: 10.1039/c1ob06524f

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  10 in total

1.  Halogen bonding in water results in enhanced anion recognition in acyclic and rotaxane hosts.

Authors:  Matthew J Langton; Sean W Robinson; Igor Marques; Vítor Félix; Paul D Beer
Journal:  Nat Chem       Date:  2014-11-17       Impact factor: 24.427

2.  Solution and solid-phase halogen and C-H hydrogen bonding to perrhenate.

Authors:  Casey J Massena; Asia Marie S Riel; George F Neuhaus; Daniel A Decato; Orion B Berryman
Journal:  Chem Commun (Camb)       Date:  2015-01-28       Impact factor: 6.222

3.  Evidence for halogen bond covalency in acyclic and interlocked halogen-bonding receptor anion recognition.

Authors:  Sean W Robinson; Chantal L Mustoe; Nicholas G White; Asha Brown; Amber L Thompson; Pierre Kennepohl; Paul D Beer
Journal:  J Am Chem Soc       Date:  2014-12-22       Impact factor: 15.419

4.  Selective Nitrate Recognition by a Halogen-Bonding Four-Station [3]Rotaxane Molecular Shuttle.

Authors:  Timothy A Barendt; Andrew Docker; Igor Marques; Vítor Félix; Paul D Beer
Journal:  Angew Chem Int Ed Engl       Date:  2016-07-20       Impact factor: 15.336

5.  Halogen bonded Borromean networks by design: topology invariance and metric tuning in a library of multi-component systems.

Authors:  Vijith Kumar; Tullio Pilati; Giancarlo Terraneo; Franck Meyer; Pierangelo Metrangolo; Giuseppe Resnati
Journal:  Chem Sci       Date:  2016-10-26       Impact factor: 9.825

6.  Preorganization: A Powerful Tool in Intermolecular Halogen Bonding in Solution.

Authors:  Martin H H Voelkel; Patrick Wonner; Stefan Matthias Huber
Journal:  ChemistryOpen       Date:  2020-02-11       Impact factor: 2.911

7.  Facile and Reliable Emission-Based Nanomolar Anion Sensing by Luminescent Iridium Receptors Featuring Chelating Halogen-Bonding Sites.

Authors:  Robin Kampes; Ronny Tepper; Helmar Görls; Peter Bellstedt; Michael Jäger; Ulrich S Schubert
Journal:  Chemistry       Date:  2020-10-07       Impact factor: 5.236

Review 8.  The Halogen Bond.

Authors:  Gabriella Cavallo; Pierangelo Metrangolo; Roberto Milani; Tullio Pilati; Arri Priimagi; Giuseppe Resnati; Giancarlo Terraneo
Journal:  Chem Rev       Date:  2016-01-26       Impact factor: 60.622

9.  The 1:1 co-crystal of triphen-yl(2,3,5,6-tetra-fluoro-benz-yl)phospho-nium bromide and 1,1,2,2-tetra-fluoro-1,2-di-iodo-ethane.

Authors:  Gabriella Cavallo; Pierangelo Metrangolo; Franck Meyer; Tullio Pilati; Giuseppe Resnati; Giancarlo Terraneo
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-12-04

10.  The intramolecular hydrogen bonded-halogen bond: a new strategy for preorganization and enhanced binding.

Authors:  Asia Marie S Riel; Daniel A Decato; Jiyu Sun; Casey J Massena; Morly J Jessop; Orion B Berryman
Journal:  Chem Sci       Date:  2018-06-21       Impact factor: 9.825

  10 in total

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