Surprises in the energetics of host-guest anion binding to calix[4]pyrrole.

Contrary to common expectation, calorimetric measurements do not corroborate the preference of calix[4]pyrrole for fluoride over chloride in acetonitrile solution.

[1]  J. Sessler,et al.  Conformational features and anion-binding properties of calix[4]pyrrole: a theoretical study. , 2001, The Journal of organic chemistry.

[2]  A. Shterenberg,et al.  Selective anion binding and solid-state host–guest chemistry of an extended cavity calix[6]pyrrole , 2001 .

[3]  V. Lynch,et al.  Fluorinated Calix[4]pyrrole and Dipyrrolylquinoxaline: Neutral Anion Receptors with Augmented Affinities and Enhanced Selectivities , 2000 .

[4]  J. Sessler,et al.  Second Generation Calixpyrrole Anion Sensors , 2000 .

[5]  J. Sessler,et al.  Calix[4]pyrrole dimers bearing rigid spacers: towards the synthesis of cooperative anion binding agents , 2000 .

[6]  Philip A. Gale,et al.  Fluoride recognition in ‘super-extended cavity’ calix[4]pyrroles , 2000 .

[7]  David J. Williams,et al.  The complexation of halide ions by acalix[6]pyrrole , 2000 .

[8]  A. Cooper,et al.  Thermodynamic analysis of biomolecular interactions. , 1999, Current opinion in chemical biology.

[9]  W. L. Jorgensen,et al.  Selective Anion Complexation by a Calix[4]pyrrole Investigated by Monte Carlo Simulations , 1999 .

[10]  Philip A. Gale,et al.  A colourimetric calix[4]pyrrole–4-nitrophenolate based anion sensor† , 1999 .

[11]  H. Bosshard,et al.  Isothermal titration calorimetry and differential scanning calorimetry as complementary tools to investigate the energetics of biomolecular recognition , 1999, Journal of molecular recognition : JMR.

[12]  B. Turner,et al.  Höhere Homologe der Calixpyrrole: meso-substituierte Calix[6]pyrrole , 1998 .

[13]  Philip A. Gale,et al.  Calix[4]pyrroles:  Old Yet New Anion-Binding Agents , 1996 .

[14]  J D Dunitz,et al.  Win some, lose some: enthalpy-entropy compensation in weak intermolecular interactions. , 1995, Chemistry & biology.

[15]  C. Wilcox,et al.  Chemistry of synthetic receptors and functional group arrays. 19. General effects of binding site water exclusion on hydrogen bond based molecular recognition systems: a closed binding site is less affected by environmental changes than an open site , 1992 .

[16]  A. Baeyer Ueber ein Condensationsproduct von Pyrrol mit Aceton , 1886 .