GEMINAL SYSTEMS. 48. DIALKOXYAMINYL RADICALS AND TETRAALKOXYHYDRAZINES

Article abstract of DOI:10.1007/BF00956953

By oxidation of N,N-dialkoxyamines RONHOR' (I), we obtained dialkoxyaminyl radicals (II) which are stable in solution and inert to O2, whose structure has been confirmed by an EPR study of photolysis of solutions of (I) in the presence of 2,6-di-tert-butyl-p-benzoquinone.The radicals of (II) exist in solution in equilibrium with their dimers: tetraalkoxyhydrazines (V), whose concentration increases when the solutions are cooled.In three cases ( R = R' = Me, R = R' = t-BuCH2, R = Me, R' = i-Bu), hydrazines (V) are isolated in pure form.From the temperature dependence of the concentration of radicals (II), we determine the thermodynamic parameters for their equilibrium dimerization.Using the PMR method, we establish the pyramidal configuration of the N atoms in hydrazines (V).