Summary
Three 2-aza-1,3-butadienes carrying substituants at the 1-position have been synthesized by flash vacuum pyrolysis of precursor cyclopentadiene cycloadducts. 1-Phenyl-2-aza-1,3-butadiene led to low molecular weight polymer when exposed to anionic and radical initiators. 1-(2′,4′,6′-Trimethylphenyl)-2-aza-1,3-butadiene and 1-t-butyl-2-aza-1,3-butadiene were synthesized similarly, but they did not polymerize.
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Kitayama, T., Padias, A.B. & Hall, H.K. On the polymerization of 1-substituted 2-azabutadienes. Polymer Bulletin 17, 417–422 (1987). https://doi.org/10.1007/BF00255613
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DOI: https://doi.org/10.1007/BF00255613