Diphosphonate cavitands as molecular cups forl-lactic acid

Abstract

The complexation of L-lactic acid by two isomeric diphosphonate cavitands was studied, both in solution and in the solid state. 1 H and 31 P NMR experiments and X-ray diffraction analysis on single crystals evidenced the formation of a supramolecular host-guest adduct with both synthetic receptors, driven by a combination of H-bonding and C-H⋯π interactions.

Quantification of the PO⋯HN hydrogen bond in the binding of creatinine with phosphonate calix[4]pyrroles

“…Owing to the offered array of converging electrostatic interactions, resorcin[4]arene phosphonate cavitands have emerged as privileged receptors for supramolecular recognition and sensing of polar substrates. 7–12…”

“…Owing to the offered array of converging electrostatic interactions, resorcin [4]arene phosphonate cavitands have emerged as privileged receptors for supramolecular recognition and sensing of polar substrates. [7][8][9][10][11][12] The cone-conformation of tetra-alpha aryl-extended calix [4] pyrroles defines an open-ended deep aromatic cavity equipped with a polar binding site at its closed end. We and others used tetra-alpha aryl-extended calix [4]pyrroles for the binding of polar small molecules in organic solvents and in water.…”