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- W2952187941 abstract "Abstract Cyclic mixed anhydride, N-methyl-2-benzoyloxy-2-oxo-1,3,2-oxazaphosphorinane (1a) has been synthesised and the rate of its fragmentation involving nitrogen migration from phosphorus to carbonyl carbon has been measured. (1a) was found to be ca. 60 times less reactive than the non-cyclic, O-methyl-N,N-dimethyl analogue. The crystal and molecular structure of (1a) has been determined using x-ray diffraction. Pna21, a=22.229(6), b=7.597(2), c=7.210(2) A; V=1217.6(6) A3. Final R=3.08% for 1037 reflections with I(rel) > 2[sgrave]I(rel) and 157 parameters. The observed conformation of the molecule of (1a) is very different from that required for the fragmentation to occur; in order to achieve the geometry postulated for the transition state significant rotations about the P[sbnd]O and O[sbnd]C bonds would be necessary and steric hindrance by the 4,6-axial hydrogens would be expected." @default.
- W2952187941 created "2019-06-27" @default.
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- W2952187941 date "1988-11-08" @default.
- W2952187941 modified "2023-09-25" @default.
- W2952187941 title "ChemInform Abstract: Phosphoryl to Carbonyl Migration of Amino Groups in Mixed Anhydrides. Reactivity and Crystal Structure of N-Methyl-2-benzoyloxy-2-oxo-1,3,2-oxazaphosphorinane." @default.
- W2952187941 cites W2314279897 @default.
- W2952187941 doi "https://doi.org/10.1002/chin.198845240" @default.
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