Selective recognition of fluoride salts by vasarenes: a key role of a self-assembled in situ dimeric entity via an exceptionally short [O-H-O](-) H-bond.

  title={Selective recognition of fluoride salts by vasarenes: a key role of a self-assembled in situ dimeric entity via an exceptionally short [O-H-O](-) H-bond.},
  author={Ravell Bengiat and Maayan Gil and Asne Klein and Benny Bogoslavsky and S M Cohen and Faina Dubnikova and Guy Yardeni and Israel Zilbermann and Joseph Almog},
  journal={Dalton transactions},
  volume={45 21},
A self-assembled supramolecular dimeric entity via an exceptionally short (2.404 Å) and strong (22.9 kcal mol(-1)) [O-H-O](-) hydrogen bond is the key to the special reactivity of vasarenes with fluoride salts. Vasarene is a self-assembled, vase-shaped compound, obtained by the reaction between ninhydrin and phloroglucinol. Analogous compounds are prepared by replacing the phloroglucinol with other polyhydroxy aromatics. Vasarenes show special affinity towards compounds of the type M(+)F… 

Selective Binding and Precipitation of Cesium Ions from Aqueous Solutions: A Size-Driven Supramolecular Reaction.

A water-soluble organic ligand, readily obtained from alloxan and 1,3,5-benzenetriol, has been found to selectively bind and precipitate Cs+ ions from aqueous solutions, and the Cs-complex revealed a high endurance to continuous doses of γ-radiation, increasing its potential to act as a precipitating agent for 137 Cs.

Crystal structure of the triethylammonium salt of 3-[(4-hydroxy-3-methoxyphenyl)(4-hydroxy-2-oxo-2H-chromen-3-yl)methyl]-2-oxo-2H-chromen-4-olate

The deprotonated dicoumarol derivative exhibits an intramolecular negative charge-assisted hydrogen bond between the deproTONated and non-deprotonation alcohol functions of the coumarol substituents.

Crystal structure of (acetato-κO)(ethanol-κO)[(9S,17S,21S,29S)-9,17,21,29-tetrahydroxy-18,30-dioxaoctacyclo[,7.08,19.09,17.011,16.021,29.023,28]triaconta-1,3,5,7,11(16),12,14,19,23(28),24,26-undecaene-10,22-dione-κ3 O 18,O 21,O 22]caesium ethanol monosolvate

The title compound, C28H16O8·Cs+CH3O−·2CH3CH2OH, was formed in the supramolecular reaction between a vasarene analogue and caesium fluoride, where the F− ion has been replaced by acetate.

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The title compound forms a supramolecular dimeric entity via [O—H—O]− negative charge-assisted hydrogen bonds (–CAHB) following a reaction with benzyltrimethylammonium fluoride salt.

Proton transfer in a short hydrogen bond caused by solvation shell fluctuations: an ab initio MD and NMR/UV study of an (OHO)(-) bonded system.

It is demonstrated that the relative motion of the counter-cation and the "free" carbonyl group of the acid plays the major role in the OHO bond geometry and causes proton "jumps", i.e. interconversion of PhOH···(-)OAc and PhO(-)···HOAc tautomers.

Covalent versus electrostatic nature of the strong hydrogen bond: discrimination among single, double, and asymmetric single-well hydrogen bonds by variable-temperature X-ray crystallographic methods in beta-diketone enol RAHB systems.

This contribution shows that diffraction methods are fairly able to assess the SW or DW nature of the H-bond formed and, in the second case, its dynamic or static nature, provided a Bayesian approach is used.

Selective Recognition of the Higher Alkali Fluoride Ion Pairs by a Class of Coordination‐Driven Non‐Ditopic Ligands

A first non-ditopic system for selective recognition and binding of the higher alkali fluorides (KF, RbF, and CsF) is reported. Specific ion-pair recognition was achieved by using vasarenes, a new

The ionic hydrogen bond.

A comprehensive review of the thermochemistry and its structural implications obtained from ab initio calculations will be presented, and relevant recent results from spectroscopy will be illustrated.

(±)-4,12,15,18,26-Pentahydroxy-13,17-dioxaheptacyclo[,14.04,12.06,11.018,26.019,24]hexacosa-1,3(14),6(11),7,9,15,19,21,23-nonaene-5,25-dione monohydrate

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Structural aspects of the intermolecular hydrogen bond strength: H‐bonded complexes of aniline, phenol and pyridine derivatives

This short review is devoted to the description of the effect of the nature and the strength of intermolecular hydrogen bonds on structural properties of H-bonded complexes of aniline, phenol and