Undergraduate honors thesis / YU only
Synthesis of asymmetric, diaryl, secondary phosphines with benzene backbone via Cu
cross-catalysis was attempted from commercially available starting materials. Homogeneous and
heterogenous reaction systems were used, with product conversion typically rising no higher
than a 1:4 ratio compared to remaining starting material despite attempts to optimize reaction
conditions by adjusting heating, base, supporting ligand, limiting reagent, and other relevant
factors. The reaction was monitored by 31P NMR to determine the cause of inhibition. Evidence
suggests early termination of catalysis due to the formation of inactive k2-bis(phosphide)
complex. The process is generally chemically sound with the necessary steps as defined, but
catalyst poisoning and product inhibition present serious obstacles for this synthesis
Polster, J. (2022, Spring). Synthesis of Asymmetric Diaryl Secondary Phosphines via P-C Cross-coupling. Undergraduate honors thesis, Yeshiva University.
*This is constructed from limited available data and may be imprecise.