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.
Sterically hindered nitrogen inversion in five-membered cyclic hydrazines
S. V. Usachev, G. A. Nikiforov, Y. A. Strelenko, P. A. Belyakov, I. I. Chervin and R. G. Kostyanovsky, Mendeleev Commun., 2002, 12, 189 DOI: 10.1070/MC2002v012n05ABEH001626
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