The Reaction Activity of Aromatic Carbonyl Compounds with Diphenylphosphine Oxide Studied by P-31 NMR

A series of -hydroxyphosphine oxides were prepared by the reactions of diphenylphosphine oxide and aromatic carbonyl compounds and characterized by H-1 NMR, C-13 NMR, P-31 NMR, FT-IR, ESI-MS, and HR-MS spectra. The reaction rates and experimental conditions of aromatic aldehydes and aromatic ketones were obviously different due to the activity of their carbonyls. The different substituents of the aromatic aldehydes affected the reaction rate too, and the quantitative reactivity of their substituent conformed to the Hammett equation. The results were confirmed by P-31 NMR spectroscopy.