Project

Synthesizing Azamacrocycle–Metal Complexes with Diverse Applications

Timothy Hubin

What is it about?

Azamacrocycles are nitrogen-containing analogues to crown ethers that can form complexes with transition metal ions, and Professor Tim Hubin of Southwestern Oklahoma State University is a chemist who makes use of topological constraint and rigidity factors to synthesize azamacrocyclic ligands that bind transition metal ions very strongly. The resulting complexes are highly stable and have a diverse range of potential applications. Professor Hubin achieves the synthesis of such constrained azamacrocycles with methods that include direct organic synthesis, the use of templates, protection/deprotection chemistry, and various condensation reactions.

Professor Hubin completed his Ph.D. in the laboratory of Professor Daryle H. Busch of the University of Kansas, and he credits Professor Busch with being the originator of much of the conceptual knowledge behind his research on azamacrocycle–metal complexes. By applying concepts from Professor Busch’s research, Professor Hubin has successfully synthesized transition metal complexes of ethylene cross-bridged azamacrocycles.

Professor Stephen J. Archibald of Hull University is one of Professor Hubin’s key collaborators. Their work together, which focuses on the applications of azamacrocycle–metal complexes in the field of medical imaging, has yielded several papers and patents.

Why is it important?

Given their high stability, the azamacrocycle–metal complexes synthesized in Professor Hubin’s laboratory can survive under harsh conditions, and this property may yield applications in diverse fields such as aqueous oxidation catalysis, medical imaging, and the creation of metal-containing drug molecules. In recent years, Professor Hubin’s work has led to the synthesis of such structurally sophisticated molecules as ethylene cross-bridged pentaazamacrocycles complexed with copper ions, dibenzyl tetraazamacrocycles, and high-spin iron–tetraazamacrocycles complexes. His work has also yielded azamacrocyclic compounds that bind chemokine receptors and could therefore prove useful as PET cancers and anticancer therapeutics.

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