Synthesis and Binding Studies of Bowl-Shaped Hosts for Quaternary Ammoniums

Two bowl-shaped hosts for quaternary ammonium salts were synthesized and their binding properties, along with the anion effect, were systematically examined and compared in CDCl3.

[1]  Stefano Roelens,et al.  Binding of acetylcholine and tetramethylammonium to a cyclophane receptor: anion's contribution to the cation-pi interaction. , 2002, Journal of the American Chemical Society.

[2]  A. Hamilton,et al.  Selective anion binding by a macrocycle with convergent hydrogen bonding functionality. , 2001, Journal of the American Chemical Society.

[3]  V. Böhmer,et al.  Counteranion effect on complexation of quats by a neutral calix[5]arene receptor. , 2001, The Journal of organic chemistry.

[4]  K. S. Jeong,et al.  A double-walled hexagonal supermolecule assembled by guest binding. , 2001, Journal of the American Chemical Society.

[5]  S. Roelens,et al.  Electrostatic Attraction of Counterion Dominates the Cation−π Interaction of Acetylcholine and Tetramethylammonium with Aromatics in Chloroform , 1999 .

[6]  Sung-Youn Chang,et al.  Assembly and Binding Properties of Osmate Ester-Bridged Binuclear Macrocycles , 1999 .

[7]  S. Kubik Large Increase in Cation Binding Affinity of Artificial Cyclopeptide Receptors by an Allosteric Effect , 1999 .

[8]  Kyu‐Sung Jeong,et al.  Molecular receptor for binding quaternary ammonium salts and a large anion effect on the complexation , 1998 .

[9]  F. Schmidtchen,et al.  Artificial Organic Host Molecules for Anions. , 1997, Chemical reviews.

[10]  D. A. Dougherty,et al.  The Cationminus signpi Interaction. , 1997, Chemical reviews.

[11]  Salvador Tomas,et al.  SQUARAMIDO-BASED RECEPTORS : DESIGN, SYNTHESIS, AND APPLICATION TO THE RECOGNITION OF TETRAALKYLAMMONIUM COMPOUNDS , 1996 .

[12]  S. Shinkai,et al.  Reinvestigation of Calixarene-Based Artificial-Signaling Acetylcholine Receptors Useful in Neutral Aqueous (Water/Methanol) Solution , 1996 .

[13]  R. Ungaro,et al.  Rigid cone calix[4]arenes as π-donor systems: complexation of organic molecules and ammonium ions in organic media , 1996 .

[14]  A. D. Cort,et al.  CYCLOPHANES AS NEUTRAL RECEPTORS FOR QUATERNARY AMMONIUM AND IMINIUM CATIONS IN CHLOROFORM SOLUTION , 1995 .

[15]  P. Ballester,et al.  SQUARAMIDE-BASED RECEPTORS : SYNTHESIS AND APPLICATION TO THE RECOGNITION OF POLYALKYL AMMONIUM SALTS , 1995 .

[16]  L. Garel,et al.  Remarkable effect of the receptor size in the binding of acetylcholine and related ammonium ions to water-soluble cryptophanes , 1993 .

[17]  R. S. Macomber An introduction to NMR titration for studying rapid reversible complexation , 1992 .

[18]  S. Shinkai,et al.  NMR and crystallographic studies of a p-sulfonatocalix(4)arene-guest complex , 1990 .

[19]  J. Schaefer,et al.  Ionization Constants of 3,5-Dimethyl 4-Substituted Benzoic Acids , 1964 .