123628-84-2Relevant academic research and scientific papers
Structure and Bonding in 3,3-Dialkyl-2-phosphinoyloxaziridines by X-Ray Diffraction and Nuclear Magnetic Resonance Spectroscopy
Cook, Simon D.,Hamor, Thomas A.,Jennings, W. Brian,Tebbutt, Andrew A.,Watson, Stephen P.,Boyd, Derek R.
, p. 1281 - 1286 (2007/10/02)
X-ray crystal structure determinations are reported for 2-diphenylphosphinoyl-3,3-dimethyl- and 3-ethyl-3-methyloxaziridines, 2a and 2b, prepared from acetone and butanone via the oximes.The P-N bond lengths, 1.722(3) and 1.702(5) Angstroem, and the conformation about this bond, are consistent with an n-?* ?-bonding interaction.Steric interactions appear to influence the bond angles at the pyramidal nitrogen.Oxaziridine 2b is a mixture of cis and trans isomers (ratio ca. 1:3) in the crystal and in solution.The 1H, 13C and 31P NMR spectra are discussed.The barriers of nitrogen inversion, ΔG(excit.) 12.6-13.2 kcal (52.7-55.2 kJ) mol-1 by dynamic 13C NMR, are the lowest yet reported for an oxaziridine.
3,3-DIALKYL-2-PHOSPHINOYLOXAZIRIDINES: SYNTHESIS AND DETERMINATION OF THE BARRIER TO NITROGEN INVERSION
Jennings, W. Brian,Watson, Stephen P.,Boyd, Derek R.
, p. 235 - 238 (2007/10/02)
3,3-Dialkyl-2-diphenylphosphinoyloxaziridines, prepred by the oxidation of N-diphenylphosphinoyl imines with the 3-chloroperoxybenzoic acid-KF complex, have very low barriers to inversion at nitrogen (ΔG(act) 12.6-13.3 kcal mol-1).
