Journal of the Chemical Society. Perkin transactions II p. 1145 - 1150 (1988)
Update date:2022-07-29
Topics: Synthesis Crystal structure Imines Derivatives Structural characterization Nuclear magnetic resonance spectroscopy N-Phosphinoyloxaziridines 3-(4-Chlorophenyl)-2-(diphenylphosphinoyl)oxaziridine
Boyd, Derek R.
Malone, John F.
McGuckin, M. Rosaleen
Jennings, W. Brian
Rutherford, Mark
Saket, Barahman M.
The preparation of a new class of oxaziridines containing an N-phosphinoyl group is described.The compounds were obtained by peroxyacid oxidation of N-phosphinoyl imines under basic or neutral conditions, and characterised by n.m.r. spectroscopy.Revelant 2JPC, 3JPH, and 1JCH coupling constants are reported.An X-ray structure analysis of the title compound establishes that the 2-diphenylphosphinoyl group is trans to the 3-aryl ring.The P-N bond length (1.76 Angstroem) is abnormally high for an aminophosphorus(v) compound and the nitrogen atom is pyramidal (ΣN=280 deg).This geometry is interpreted in terms of an unusually low degree of ?-bonding between nitrogen and phosphorus due to the high s-character of the nitrogen lone pair.
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