Halogen bonding assisted selective removal of bromide.

A new benzene platform based tripodal halogen bond (XB) donor receptor, 1a, has shown selectivity towards bromide over chloride and other interfering anions. Importantly, bromide selectivity of 1a has been utilized towards the selective removal of bromide (complex 1) from a mixture of interfering anions via a competitive crystallization process.

[1]  Ngong Kodiah Beyeh,et al.  A Halogen-Bonded Dimeric Resorcinarene Capsule. , 2015, Angewandte Chemie.

[2]  U. Schubert,et al.  Anion receptors based on halogen bonding with halo-1,2,3-triazoliums. , 2015, The Journal of organic chemistry.

[3]  G. Desiraju,et al.  Designing elastic organic crystals: highly flexible polyhalogenated N-benzylideneanilines. , 2015, Angewandte Chemie.

[4]  Jason Y. C. Lim,et al.  Superior perrhenate anion recognition in water by a halogen bonding acyclic receptor. , 2015, Chemical communications.

[5]  S. Minakata,et al.  2-Halogenoimidazolium salt catalyzed aza-Diels-Alder reaction through halogen-bond formation. , 2015, Organic letters.

[6]  Orion B. Berryman,et al.  Solution and solid-phase halogen and C-H hydrogen bonding to perrhenate. , 2015, Chemical communications.

[7]  P. Beer,et al.  Halogen bonding in water results in enhanced anion recognition in acyclic and rotaxane hosts. , 2014, Nature chemistry.

[8]  Ngong Kodiah Beyeh,et al.  Tetraiodoethynyl resorcinarene cavitands as multivalent halogen bond donors. , 2014, Chemical communications.

[9]  S. Huber,et al.  Toward molecular recognition: three-point halogen bonding in the solid state and in solution. , 2014, Journal of the American Chemical Society.

[10]  P. Beer,et al.  Iodide-induced shuttling of a halogen- and hydrogen-bonding two-station rotaxane. , 2014, Angewandte Chemie.

[11]  J. F. Stoddart,et al.  Two-point halogen bonding between 3,6-dihalopyromellitic diimides , 2014 .

[12]  C. Hunter,et al.  A solvent-resistant halogen bond , 2014 .

[13]  G. Desiraju,et al.  Halogen bonds in crystal engineering: like hydrogen bonds yet different. , 2014, Accounts of chemical research.

[14]  Ulrich S Schubert,et al.  Beyond click chemistry - supramolecular interactions of 1,2,3-triazoles. , 2014, Chemical Society reviews.

[15]  S. Huber,et al.  Organocatalysis by neutral multidentate halogen-bond donors. , 2013, Angewandte Chemie.

[16]  K. Rissanen,et al.  Alternative Motifs for Halogen Bonding , 2013 .

[17]  M. Chudziński,et al.  Halogen bonding in solution: thermodynamics and applications. , 2013, Chemical Society reviews.

[18]  K. Rissanen,et al.  In the Pursuit of Efficient Anion-Binding Organic Ligands Based on Halogen Bonding , 2013 .

[19]  S. Huber,et al.  5-Iodo-1,2,3-triazolium-based multidentate halogen-bond donors as activating reagents. , 2012, Chemical communications.

[20]  Paulo J. Costa,et al.  Fluorescent charge-assisted halogen-bonding macrocyclic halo-imidazolium receptors for anion recognition and sensing in aqueous media. , 2012, Journal of the American Chemical Society.

[21]  S. Matile,et al.  Transmembrane anion transport mediated by halogen-bond donors , 2012, Nature Communications.

[22]  S. Huber,et al.  Isothermal calorimetric titrations on charge-assisted halogen bonds: role of entropy, counterions, solvent, and temperature. , 2012, Journal of the American Chemical Society.

[23]  Magnus T. Johnson,et al.  Neutral Organometallic Halogen Bond Acceptors: Halogen Bonding in Complexes of PCPPdX (X = Cl, Br, I) with Iodine (I2), 1,4-Diiodotetrafluorobenzene (F4DIBz), and 1,4-Diiodooctafluorobutane (F8DIBu) , 2011, Crystal growth & design.

[24]  S. Matile,et al.  Ditopic ion transport systems: anion-π interactions and halogen bonds at work. , 2011, Angewandte Chemie.

[25]  J. Sessler,et al.  Artificial receptors for the recognition of phosphorylated molecules. , 2011, Chemical reviews.

[26]  S. Huber,et al.  Halogen-bond-induced activation of a carbon-heteroatom bond. , 2011, Angewandte Chemie.

[27]  M. Chudziński,et al.  Anion receptors composed of hydrogen- and halogen-bond donor groups: modulating selectivity with combinations of distinct noncovalent interactions. , 2011, Journal of the American Chemical Society.

[28]  P. Beer,et al.  A bidentate halogen-bonding bromoimidazoliophane receptor for bromide ion recognition in aqueous media. , 2011, Angewandte Chemie.

[29]  G. Cavallo,et al.  Halogen bonding: a general route in anion recognition and coordination. , 2010, Chemical Society reviews.

[30]  P. Beer,et al.  Enhancement of anion recognition exhibited by a halogen-bonding rotaxane host system. , 2010, Journal of the American Chemical Society.

[31]  Paulo J. Costa,et al.  Halogen bond anion templated assembly of an imidazolium pseudorotaxane. , 2010, Angewandte Chemie.

[32]  Mark S. Taylor,et al.  A tridentate halogen-bonding receptor for tight binding of halide anions. , 2010, Angewandte Chemie.

[33]  P. Metrangolo,et al.  Halogen Versus Hydrogen , 2008, Science.

[34]  Pierangelo Metrangolo,et al.  Halogen bonding in supramolecular chemistry. , 2008, Angewandte Chemie.

[35]  Christoph A. Schalley,et al.  Analytical methods in supramolecular chemistry , 2006 .

[36]  D. H. Burns.  Anion Receptor Chemistry , 2006 .

[37]  P. Metrangolo,et al.  A halogen-bonding-based heteroditopic receptor for alkali metal halides. , 2005, Journal of the American Chemical Society.

[38]  Pierangelo Metrangolo,et al.  Halogen bonding based recognition processes: a world parallel to hydrogen bonding. , 2005, Accounts of chemical research.

[39]  P. Metrangolo,et al.  Halogen bonding and pi...pi stacking control reactivity in the solid state. , 2004, Journal of the American Chemical Society.

[40]  P. Metrangolo,et al.  Perfluorocarbon−Hydrocarbon Self-Assembly: First Crystalline Halogen-Bonded Complex Involving Bromoperfluoroalkanes , 2003 .

[41]  P. Metrangolo,et al.  Fluorous interpenetrated layers in a three-component crystal matrix , 2003 .

[42]  Corradi,et al.  Halogen Bonding versus Hydrogen Bonding in Driving Self-Assembly Processes Perfluorocarbon-hydrocarbon self-assembly, part IX. This work was supported by MURST (Cofinanziamento '99) and EU (COST-D12-0012). We thank Dr. A. Lunghi and Dr. P. Cardillo (Stazione Sperimentale Combustibili, S. Donato Mila , 2000, Angewandte Chemie.

[43]  M. Hynes.  EQNMR : a computer program for the calculation of stability constants from nuclear magnetic resonance chemical shift data , 1993 .

[44]  G. Desiraju,et al.  Cyano--halogen interactions and their role in the crystal structures of the 4-halobenzonitriles , 1989 .

[45]  Gautam R. Desiraju,et al.  The role of Cl.cntdot..cntdot..cntdot.Cl and C-H.cntdot..cntdot..cntdot.O interactions in the crystal engineering of 4-.ANG. short-axis structures , 1986 .

[46]  R. S. Mulliken.  Structures of Complexes Formed by Halogen Molecules with Aromatic and with Oxygenated Solvents1 , 1950 .