ISSN:
0749-1581
Keywords:
NMR
;
13C NMR
;
Tetrahydro-1, 3-oxazines
;
ring chain tautomerism, solid-state NMR
;
kinetics
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
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 13C 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.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260330719
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