Abstract

The room-temperature 13C nmr spectra of ten hydropyridazines were analyzed in an attempt to determine the most stable conformatlons(s) of each. In contrast to earlier findings, dihydropyridazine 1 was found to be planar. The most stable conformations of tetrahydropyridazines 2 b and 2 d were found to be half-chairs, while tetrahydropyridazines 3 b and 3 c were most probably in boat configurations with both 3,6-substituents in pseudoequatorial positions. The 13C nmr spectra of 4,5-dibromohexahydropyridazines 4 a and 4 b were consistent with a mixture of three chair conformations formed by axial-equatorial nitrogen Inversions.

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