Methylene Insertion Reactions of Samarium Carbenoids into Boron–Hydrogen and Phosphorus–Hydrogen Bonds

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Abstract A samarium carbenoid, generated from diiodomethane and samarium metal, reacts with phosphine–boranes to afford phosphine–monomethylborane in good yields. The P–H bonds of secondary phosphine–boranes or secondary phosphine oxides are subjected to methylene insertion with the same carbenoid to give the corresponding P-methylated derivatives.