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...

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Elmentve itt :
Bibliográfiai részletek
Szerzők: Riddell Frank G.
Rogerson Martin
Fülöp Ferenc
Bernáth Gábor
Dokumentumtípus: Cikk
Megjelent: 1995
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
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520 3 |a 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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700 0 1 |a Fülöp Ferenc  |e aut 
700 0 1 |a Bernáth Gábor  |e aut 
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