Highly cooperative ion-pair recognition of potassium cyanide using a heteroditopic ferrocene-based crown ether-trifluoroacetylcarboxanilide receptor.

A heteroditopic receptor having crown ether and trifluoroacetylcarboxanilide groups selectively recognizes both potassium and cyanide ions in acetonitrile with an association constant of as high as Ka = 1.9 x 10(7) M(-1) through a highly cooperative ion-pair interaction, resulting in two orders of magnitude enhancement in the binding affinity.

[1]  K. Ahn,et al.  Fluorescence modulation in anion sensing by introducing intramolecular H-bonding interactions in host-guest adducts. , 2006, Chemical communications.

[2]  Su-Moon Park,et al.  Selective recognition and electrochemical sensing of dicarboxylates with a ferrocene-based bis(o-trifluoroacetylcarboxanilide) receptor. , 2006, Chemical communications.

[3]  G. Gasser,et al.  Selective electrochemical sensing of acidic organic molecules via a novel guest-to-host proton transfer reaction. , 2005, Chemical communications.

[4]  Bradley D. Smith,et al.  Molecular recognition of trigonal oxyanions using a ditopic salt receptor: evidence for anisotropic shielding surface around nitrate anion. , 2005, Journal of the American Chemical Society.

[5]  Tony D James,et al.  A ditopic fluorescent sensor for potassium fluoride. , 2005, Chemical communications.

[6]  Bradley D. Smith,et al.  Molecular recognition of alkylammonium contact ion-pairs using a ditopic receptor. , 2003, The Journal of organic chemistry.

[7]  G. Cha,et al.  Molecular recognition of anions through hydrogen bonding stabilization of anion-ionophore adducts: a novel trifluoroacetophenone-based binding motif. , 2003, Organic letters.

[8]  A. P. de Silva,et al.  Direct detection of ion pairs by fluorescence enhancement. , 2003, Chemical communications.

[9]  P. Beer,et al.  Ion-pair recognition by a ditopic calix[4]semitube receptor , 2003 .

[10]  J. H. Tucker,et al.  A ditopic ferrocene receptor for anions and cations that functions as a chromogenic molecular switch. , 2003, Chemical communications.

[11]  Jong‐In Hong,et al.  Ion pair recognition by Zn-porphyrin/crown ether conjugates: visible sensing of sodium cyanide. , 2002, Chemical communications.

[12]  F. Schmidtchen.  Surprises in the energetics of host-guest anion binding to calix[4]pyrrole. , 2002, Organic letters.

[13]  G. Cha,et al.  Synthesis of Tripodal Trifluoroacetophenone Derivatives and Their Evaluation as Ion-Selective Electrode Membranes , 2002 .

[14]  Philip A. Gale,et al.  Synthetic Ditopic Receptors , 2001 .

[15]  A. Beatty,et al.  Selective recognition of an alkali halide contact ion-pair. , 2001, Journal of the American Chemical Society.

[16]  P. Beer,et al.  Ion pair cooperative binding of potassium salts by new rhenium(I) bipyridine crown ether receptors. , 2001, Inorganic chemistry.

[17]  Shukla,et al.  Effect of competing alkali metal cations on neutral Host's anion binding ability , 2000, Organic letters.

[18]  Yoon,et al.  Potentiometric evaluation of solvent polymeric carbonate-selective membranes based on molecular tweezer-type neutral carriers , 2000, Analytical chemistry.

[19]  Tomokazu Tozawa,et al.  A regioselectively bis(thiourea)-substituted dibenzo-diaza-30-crown-10: a new strategy for the development of multi-site receptors , 2000 .

[20]  P. Beer,et al.  Potassium cation induced switch in anion selectivity exhibited by heteroditopic ruthenium(II) and rhenium(I) bipyridyl bis(benzo-15-crown-5) ion pair receptors , 1998 .

[21]  U. Spichiger-Keller,et al.  Fluorescent ligands for optical sensing of alcohols: synthesis and characterisation of p-N,N-dialkylamino-trifluoroacetylstilbenes , 1997 .

[22]  D. Reinhoudt,et al.  Solubilization of NaX Salts in Chloroform by Bifunctional Receptors , 1996 .

[23]  M. Meyerhoff,et al.  Role of Trifluoroacetophenone Solvents and Quaternary Ammonium Salts in Carbonate-Selective Liquid Membrane Electrodes , 1987 .