The 1H n.m.r. spectra of optically active (but optically impure) samples of methylphenylphosphinic amide (3) and its N-phenyl (1) and N-p-nitrophenyl (2) analogues exhibit distinct signals for the P-methyl groups in the (R) and (S) enantiomers.
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Martin J. P. Harger (1976) studied this question.
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