Physical Sciences and Mathematics Commons^™

The Ligand Effects In The Rhodium Catalyzed 1,4-Addition Reaction Of Terminal Alkynes To -Unsaturated Ketones, Jocellie Marquez

Honors Capstone Projects - All

Ligand effects play an important role in reactivity and selectivity in many transition metal catalyzed processes. The role of the phosphine ligand is critical to the product ratio in rhodium-catalyzed reaction of methyl vinyl ketone and terminal alkynes. For a ligand with a hemilabile oxygen on the phosphine, smaller ligands shift the product ratio in favor of the 1,4-addition product while with bulky oxygen ligands a dimerization/addition product manifold is dominant. Ligand screen results show that tri-o-tolylphosphine (TOTP) provided the best yields and highest selectivity for dimer-addition product.