Functionalizing the upper rim of resorcinarene-based cavitands allows a variety of compounds to be synthesized from a single scaffold. Using the upper-rim moieties as ligands for a variety of transition metal ions further increases the versatility of this class of host compounds. A new resorcinarene-based molecule functionalized with four pyridine and acetic acid ligands has been successfully prepared to explore the properties of metal-assembled complexes. To synthesize this compound, tetra(bromomethyl)cavitand was reacted with N-(2-pyridylmethyl)-N-ethylacetate amine to give ethyl acetate pyridine resorcinarene. Hydrolysis of the ester gave acetic acid pyridine resorcinarene (APRes) in good yield. Complexes with Cu2+, Co2+, and Zn2+ are currently being investigated and characterized by MS and 1H and 13C NMR.
College and Department
Physical and Mathematical Sciences; Chemistry and Biochemistry
BYU ScholarsArchive Citation
Vernetti, Samantha Sizemore, "Two New Resorcinarenes: A Pyridine & Acetic Acid Ligand for Metal Coordination and a Deep-Cavity Nitroquinoxaline Resorcinarene" (2006). Theses and Dissertations. 416.
chemical, cavitands, resorcinarenes