COOCHg), which was dissolved in 50 ml of 1:1 ether-methanol and refluxed for 4 hr. The solvent was distilled off and the residue was recrystallized from methanol to give 1.5 g (80%) of 7:
We wish to report the preparations of the first medium-sized cyclic aso compounds possessing trans-aso linkages, namely, trans-1,2-diaza-1-cyclooctene (A), trans-3,8-dimethyl-trans-1,2-diaza-1-cyclooctene (11, trans-l,Z-diaza-lcyclononene (2) and trans-1,2-diasa-1-cyclodecene (4). Irradiation of o&-1,2diasa-1-cyclooctene (2)' for 10 hrs resulted in a 60% conversion to its isomer a, which was purified by chromatography over Florisil. The photoisomerisation, 3 which was shown to be reversible by irradiation of pure& (Scheme I), can be followed by nmr. The a-methylene protons of 2 appear as a triplet at 5.80 T, whereas the a-methylene protons of J are magnetically nonequivalent,
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