Protonation,deuteration, and formylation of aceperidazylenes

1H-1,2-Diazaphenalene derivatives in which the pyridazine ring is ortho- and peri-fused to acenaphthene and acenaphthylene (1H-indeno[6,7,1-def]cinnolines) have been synthesized. It has been found that electrophilic attack on these compounds is directed at C⁶.     

Trifluoroacetylation of 3-methyl-1<Emphasis Type="Italic">H</Emphasis>-1,2-diazaphenalenes of the naphthalene and acenaphthene series

Acylation of 3-methyl-1H-1,2-diazaphenalenes of the naphthalene and acenaphthene series with trifluoroacetic anhydride afforded the corresponding N- and C-trifluoroacetyl derivatives and dimerization products of 3-methyl-6-methoxy-1H-1,2-diazaphenalene.