A Model for Nicotinamide-Tryptophane Charge-Transfer Interactions: the Complexation of Nicotinamide-Ammonium Salts by a Macrocyclic Receptor Molecule Bearing Tryptophane Side Chains

Article abstract of DOI:10.1002/hlca.19800630737

The complexation of primary ammonium salt substrates by macrocyclic polyether receptor molecules provides a general method for studying the nature and stereochemistry of intermolecular interactions.The substrates and receptors are fitted with one of the interacting units and the resulting effects in the complex are analyzed.The method is used to study the biologically important indole-pyridinium donor-acceptor interaction.The complexes between macrocycles, bearing an indole group in side chains, and pyridinium-ammonium salts display a characteristic charge-transfer band.The absorption coefficients and stability constants have been determined.Competition experiments also provide a new method for measuring the stability constants of macrocycle-ammonium complexes in organic solvents.