This article is cited in 6 papers

Sterically hindered nitrogen inversion in five-membered cyclic hydrazines

S. V. Usachev^a, G. A. Nikiforov^b, Yu. A. Strelenko^c, P. A. Belyakov^c, I. I. Chervin^a, R. G. Kostyanovsky<sup>a

a</sup> N.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Moscow, Russian Federation
^b N.M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Moscow, Russian Federation
^c N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: We found that (PrⁱNH)₂ with MeCHO form only pyrazoline 1 because of the competitive crotonization of the latter followed by reaction with hydrazine; pyrazoline 2, pyrazolidinones 6 and 9, pyrazolidinol 8 and pyrazolidine 7, in which the inversion of nitrogen atoms is hindered by bulky PrⁱN substituents, were prepared for the first time, and the inversion barriers were determined.

Language: English

DOI: 10.1070/MC2002v012n05ABEH001626

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