Hyster, Todd K., authorRovis, Tomislav, advisorFinke, Richard G., committee memberChen, Eugene Y.-X., committee memberBailey, Travis S., committee memberKanatous, Shane B., committee member2007-01-032007-01-032013http://hdl.handle.net/10217/80154Described herein are the development of new directing groups and new ligands for Rh(III)- catalyzed, multi-component synthesis of nitrogen containing heterocycles. The amide directing group was found to be an effective coupling partner for the synthesis of isoquinolones. Mechanistic experiments suggested the possibility to activated alkenyl C-H bonds for the synthesis of pyridones. During these studies, development of a new cyclopentadienyl ligand (Cpt) for C-H activation allowed for enhanced regioselectivity in the alkyne insertion event. Oxime directing groups were found to provide pyridines when coupled with alkynes. Again the Cpt ligand impacted the alkyne migratory insertion event. This ligand is also effective in controlling the migratory insertion of alkenes in the synthesis of dihydroisoquinolones. An enantioselective synthesis of dihydroisoquinolones was discovered using a strept(avidin)-based artificial metalloenzyme providing enhanced reactivity, regioselectivity, and enantioselectivity. This artificial metalloenzyme is also effective for controlling the enantioselective synthesis of γ-lactams from diazo compounds and benzamides.born digitaldoctoral dissertationsengCopyright and other restrictions may apply. User is responsible for compliance with all applicable laws. For information about copyright law, please see https://libguides.colostate.edu/copyright.C-H activationrhodiummetalloenzymecyclopentadienyl ligandText