✦ LIBER ✦

Electronic and steric effects in arylphosphoramidates and phosphorimidates as monitored by carbon-13 nuclear magnetic resonance

✍ Scribed by G. W. Buchanan; F. G. Morin

Publisher: John Wiley and Sons
Year: 1980
Tongue: English
Weight: 418 KB
Volume: 14
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1270140618

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✦ Synopsis

Abstract

^13^C NMR chemical shifts and ^13^C^31^P 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 arylN bond in all compounds have been monitored by vicinal ^31^PNC^13^C couplings.

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