Electronic and steric effects in arylphosphoramidates and phosphorimidates as monitored by carbon-13 nuclear magnetic resonance
作者:G. W. Buchanan、F. G. Morin
DOI:10.1002/mrc.1270140618
日期:1980.12
Abstract13C NMR chemical shifts and 13C31P couplings are reported for ten arylphosphoramidates and five arylphoshorimidates. The para‐carbon chemical shifts in the phosphoramidates are interpreted in terms of substantial nitrogen lone pair delocalization into the aromatic ring, a phenomenon which is subject to steric inhibition of resonance. By contrast, in the phosphorimidates the electron release into the phenyl ring is not attenuated by steric congestion. Conformational changes about the arylN bond in all compounds have been monitored by vicinal 31PNC13C couplings.
Buchanan, G. W.; Morin, F. G.; Fraser, R. R., Canadian Journal of Chemistry, 1980, vol. 58, p. 2442 - 2446