The Preparation and 13C-NMR Spectra of Alkoxymethyl-triphenylphosphonium Salts

Article abstract of DOI:10.1246/bcsj.53.3436

Alkoxymethyltriphenylphosphonium salts, <(C6H5)3PCH2OR>X, X: Cl, Br, and I, R: CH3, C2H5, and i-C3H7, have been obtained from the reaction of the triphenylphosphine and the corresponding alkyl halomethyl ether.In the 13C-NMR spectra of these salts, the coupling constant (J_CP) is 68-71 Hz, which is larger than that (J_CP: 48-56 Hz) of <(C6H5)3PCH2R>Br,R:H,CH3, and i-C3H7, Me3P=S and Me3P=Se, while it is close to that(66-69Hz) of Me3P=O and Et3P=O.The coupling constant (J_CP) of these salts can be caused by the oxygen atom in the salts.