Abstract
Novel 1,6-diazahexatrienes (1a–d) are a type of aza-conjugated hexatriene containing N,N-diamino moieties. We present the oxidative dimerization of 1,1,2-trisubstituted hydrazines as a synthetic approach to 1,6-diazahexatriene derivatives, rather than the expected pyrazine and pyridazine. The proposed mechanism for formation of 1a–d involves oxidative dimerization of 1,1,2-trisubstituted hydrazines via their hydrazones. The structures of 1a–d were characterized by 1H NMR, 13C NMR, and mass spectroscopy. A detailed discussion regarding the character of the three-dimensional structure of 1 is based on x-ray crystallography.
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SUPPLEMENTAL MATERIAL
Experimental procedures, 1H NMR and 13C NMR spectra data, x-ray diffraction data, and references for all the products for this article can be accessed on the publisher’s website.