An upper-level inorganic/organic experiment presents important concepts in modern green chemistry. A water-soluble modified triphenylphosphine ligand is prepared and used to prepare a water-soluble palladium catalyst. The palladium catalyst is formed in situ and used for the aqueous, homogenous, palladium-catalyzed cross-coupling reaction of iodobenzene and diethyl phosphite. The product is diethyl phenylphosphonate.
General notes on experimental methods, hazards, disposal, spectra, and spectral data for diethyl phenylphosphonate (1H NMR and IR) and m-TPPMS (31P NMR) are available.
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