Thermal decomposition of cis- and trans-3,4- and -3,6-dimethyl-3,4,5,6-tetrahydropyridazines. Evidence against the hot diradical postulate for azo decompositions

Abstract

Tetramethylene diradicals are the hypothetical reactive intermediates postulated to intervene in the dimerization of olefins and the thermal cleavage of cyclobutanes. Experimental efforts using stereochemical probes have been directed toward generating these reactive intermediates from different appropriately substituted precursors (olefins, cyclobutanes, azo compounds, diazenes, ketones, and sulfolanes) in order to characterize their behavior. Unfortunately differences in substitution, temperature, and reaction conditions have made direct comparisons of product distributions difficult.

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