Abstract
Assessment of the solution equilibria of [bis(pyridine)iodine(i)]+ complexes by ESI-MS and NMR reveals the preference of iodine(i) to form complexes with a more basic pyridine. Mixtures of symmetric [bis(pyridine)iodine(i)]+ complexes undergo statistical ligand exchange, with a predominant entropic driving force favoring asymmetric systems. The influence of ligand basicity, concentration, temperature, and ligand composition is evaluated. Our findings are expected to facilitate the investigations, and the supramolecular and synthetic applications of halonium ions' halogen bonds.
Highlights
Assessment of the solution equilibria of [bis(pyridine)iodine(I)]+ complexes by Electronic supplementary information (ESI)-MS and NMR reveals the preference of iodine(I) to form complexes with a more basic pyridine
Assessment of the solution equilibria of [bis(pyridine)iodine(I)]+ complexes by ESI-MS and NMR reveals the preference of iodine(I) to form complexes with a more basic pyridine
The first asymmetric [bis(pyridine)iodine(I)]+-type complex has been achieved by iodine(I) complexation to a bidentate ligand that was designed to offer halogen bond acceptors with distinctly different electron densities, whereas preventing ligand scrambling by the use of a rigid backbone connecting the two pyridines.[23]
Summary
Assessment of the solution equilibria of [bis(pyridine)iodine(I)]+ complexes by ESI-MS and NMR reveals the preference of iodine(I) to form complexes with a more basic pyridine. Mixtures of symmetric [bis(pyridine)iodine(I)]+ complexes undergo statistical ligand exchange, with a predominant entropic driving force favoring asymmetric systems.
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