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Investigation by dynamic NMR spectroscopy of the mechanism of rotation about the carbondouble bond in nitroenamines

✍ Scribed by V. I. Bakhmutov; V. A. Burmistrov

Publisher
John Wiley and Sons
Year
1979
Tongue
English
Weight
440 KB
Volume
12
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

Rapid Z,E‐isomerization of nitroenamines RNHCHC(NO~2~)COOCH~3~ in solutions was investigated by dynamic NMR spectroscopy. In weakly basic solvents all the studied nitroenamines isomerize by a thermal mechanism. In pyridine the isomerization proceeds by the thermal mechanism in aliphatic enamines with RCH~3~, COCH~3~ and H, but involves the formation of an intermediate mesomeric ion with kinetically controlled ionization of the NH bond in the case of aromatic nitroenamines where R = X—Ph‐.

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