3741-34-2Relevant articles and documents
Imide-amide rearrangement of cyclic phosphorimidates: A mechanistic study
Cabrita, Eurico J.,Afonso, Carlos A. M.,Gil De Oliveira Santos, Antonio
, p. 1455 - 1467 (2007/10/03)
Studies aimed at the development of new synthetic pathways for the preparation of chiral cyclic oxaza and diaza phosphoramides suitable for use in asymmetric chemistry led us to the investigation of the imide-amide rearrangement of cyclic phosphorimidates
INTERMOLECULAR MIGRATIONS OF GROUPINGS OF TRIVALENT PHOSPHORUS IN AMIDINES
Negrebetskii, V. V.,Kal'chenko, V. I.,Atamas', L. I.
, p. 450 - 454 (2007/10/02)
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Conformation and Stereodynamics of 2-Dialkylamino-1,3-dioxa- and 3-Methyl-1,3-oxaza-2-phospholanes. A Carbon-13 Nuclear Magnetic Resonance and Theoratical MNDO Investigation.
Jennings, W. Brian,Tolley, Malcolm S.,Hargis, J. Howard,Worley, S. Davis,Chang, Lei
, p. 1207 - 1212 (2007/10/02)
Rotation around the exocyclic P-NR2 bond in the title compounds (R = Me, Et, and i-Pr) has been frozen on the 13C n.m.r. time-scale at -100 to -150 deg C.The exocyclic PNC coupling constants confirm that the preferred conformation has one NR group eclipsing the phosphorus lone pair and the other lying over the face of the ring; this geometry is also supported by MNDO SCF MO calculations.The P-NR2 rotational barriers, which lie in the range 6.0-9.2 kcal/mol, increase in the sequence 1,3-dioxa- 1,3-oxaza- 1,3-diazaphospholane and also with increasing size of the NR group.MNDO calculations of the barrier height reproduce the former sequence.The cyclic POC and PNC coupling constants are discussed in relation to the ring conformation, and some 15N n.m.r. data are reported.