Practical synthesis of new beta-diketone-connected bipyridine and its conversion to pyrazole-centered bipyridine ligand

• Two new polydentate ligands, 1-(6-hydroxymethyl-2-pyridyl)-3-(2-pyridyl)-propane-1,3-dione (6) and 1,3-bis(6-hydroxymethyl-2-pyridyl)-propane-1, 3-dione (8), have been synthesized starting from 2,6-pyridinedicarboxylic acid by conventional esterification, reduction, and condensation reactions. They were further converted to two new polydentate ligands, 3-(6-hydroxymethyl-2-pyridyl)-5-(2-pyridyl)-1H-pyrazole (7) and 3,5-bis(6-hydroxymethyl-2-pyridyl)-1H-pyrazole (9), by reaction with hydrazine hydrate. These four compounds were characterized by proton nuclear magnetic resonance (H-1 NMR), electrospray ionization-mass spectrum (ESI-MS), infrared spectrum (IR), and elemental analyses. The structure of 9 was also determined by X-ray diffraction.

Keyword

crystal structure

polydentate ligands

pyrazole derivatives

synthesis

water-oxidation

complexes

catalysts

Publication and Content Type

ref (subject category)

art (subject category)