News & Events

When

Date - March 5, 2021
1:00 pm - 2:00 pm

What

Postdoctoral Scholar
Department of Chemistry and Biochemistry
University of North Carolina at Greensboro
Talk Title: Development of N-Heterocyclic Carbenes and Poly N-fused Fluorescent Materials

Abstract:

N-heterocycles are important building-blocks for new materials possessing interesting electronic, biological, and mechanical properties. The chemistry of N-heterocyclic carbenes (NHCs) is of particular interest from the viewpoint of synthetic organic chemistry. Since the development of new backbones for NHCs is limited, most of the synthetic approaches have been focused only on introducing N-substituents for tunable electronic and steric properties. Also, sterically demanding C-substituents on NHCs adjacent to the carbene carbon is rare owing to the lack of synthetic approaches. We have devised novel methods to permit easy access to the sterically bulky group adjacent to carbene carbon. Air-stable Pd, Rh and Au complexes of these ligands have been synthesized via mild silver transmetallation. The Pd complexes showed promising catalytic activity in the Suzuki-Miyaura reaction.¹

Multifused N‐heterocycles have become privileged backbones for bioactive materials as well as electronic materials. For, accessing structurally diversified useful compounds from common starting materials, cyclization such as cycloisomerization reactions would be ideal if controlled stereospecifically, chemospecifically, and regiospecifically. Utilizing the enormous reactivity of ynamides we have investigated the possibility of regiodivergent cycloisomerizations of N-alkylated indoles for multi-fused N-heterocycle synthesis.^2,3