Methylaminodiphenylborane — Application of 11B, 13C, 14N, 15N NMR

11B, 13C, 14N, 15N NMR is used to study methylaminodiphenylborane (1). Compound 1 can be regarded as a model compound for studying BN(pp)π-. BC(pp)π interactions, for determining the barrier to rotation about the B-N bond and for the application of natural abundance 15N NMR to boron-nitrogen chemistry. The 13C NMR of 1 shows a large splitting of the 13C(para) resonances (in contrast to reports on similar compounds in the literature) as a consequence of hindered rotation about the BN bond. The difference in the 13C(para) nuclear shielding indicates different mesomeric interactions between the trigonal boron atom and the two phenyl groups.