Synthesis and characterization of 4-phosphonatopyridine

CHED 870

Aimée L. Fay, Cliff J. Timpson, and Daniel D. Von Riesen. Department of Chemistry, Roger Williams University, One Old Ferry Road, Bristol, RI 02809-2921
The synthesis, characterization and study of photo/redox active molecules attached to oxide surfaces have been the focus of a number of studies over the last decade. In many of these studies, photo/redox active transition metal complexes have been covalently bound to oxide surfaces via ligands that possess the R-PO3H2 phosphonic acid functionality. We are specifically interested in producing metal complexes of the type trans-[ClRu(pyridine)4(py-PO3H2)]+ where py-PO3H2 is 4-phophonatopyridine. Following modified procedures of Grätzel et al. for the synthesis of bipyridyl and terpyridyl phosphonic acid derivatives, and modified procedures of Redmore for the preparation of pyridyl-4-phosphonates, we have been able to synthesize the 4-phophonatopyridine in good yield. Our efforts to synthesize, purify, and characterize 4-phosphonatopyridine will be presented along with a summary of our preliminary efforts to produce metal complexes that contain the 4-phosphonatopyridyl ligand.