Solid-state NMR study of the kinetics of a ring chain tautomerism in a tetrahydro-1,3-oxazine derivative
Condensation of cis-2-aminomethylcyclohexanol with p-nitrobenzaldehyde under mild conditions initially gives the imine as the kinetically controlled product. The imine undergoes a solid-state rearrangement to the bicyclic tetrahydro-1,3-oxazine. The kinetics of the rearrangement were followed by sol...
Elmentve itt :
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| Dokumentumtípus: | Cikk |
| Megjelent: |
1995
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| Sorozat: | MAGNETIC RESONANCE IN CHEMISTRY
33 No. 7 |
| Tárgyszavak: | |
| doi: | 10.1002/mrc.1260330719 |
| mtmt: | 28166 |
| Online Access: | http://publicatio.bibl.u-szeged.hu/32476 |
| Tartalmi kivonat: | Condensation of cis-2-aminomethylcyclohexanol with p-nitrobenzaldehyde under mild conditions initially gives the imine as the kinetically controlled product. The imine undergoes a solid-state rearrangement to the bicyclic tetrahydro-1,3-oxazine. The kinetics of the rearrangement were followed by solid-state CP/MAS C-13 NMR spectroscopy over the temperature range 283-297 K and the reaction was shown to have an activation energy of 85.0 +/- 14.7 kJ mol(-1). The probable reaction mechanism is discussed. |
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| Terjedelem/Fizikai jellemzők: | 600-602 |
| ISSN: | 0749-1581 |