Comparison of a series of phenanthrolinequinone thiosemicarbazone compounds

CHED 1151

Keith Steelman, DKSteelman21@tntech.edu, Erica Stoner, elstoner21@tntech.edu, and Edward C. Lisic, edlisic@tntech.edu. Department of Chemistry, Tennessee Technological University, Box 5055, Cookeville, TN 38505
Condensations of ketones and semicarbazides to form semicarbazones is a common organic synthesis and has been studied for many years. Thiosemicarbazones have fewer limitations due to their ability to complex with both soft and hard acids, including many of the later transition metals. Thiosemicarbazones attached to polycyclic compounds are additionally useful because of the visible color change that they undergo in the presence of metal ions in solution. Phenanthrolinequinone thiosemicarbazones are interesting since they are bifunctional because of the presence of the pair of nitrogens at the back of the ring system. These provide an additional bidentate binding site beyond the multidentate binding of the thiosemicarbazone “arm”. This presentation describes the synthesis and characterization of some new Phendione-TSC compounds.