Diaminoanthracene and 5.6-diaminoacenaphthene readily undergo double Skraup cyclisation to benzo[l,2h : 4.5-h'ldiquinoline and dipyrido[2,3-e : 2.3-hlacenaphthene. Under the same conditions. however, 3.6diaminoacenaphthene gave only a monocyclisation product, 3-aminoindeno[l,7-gh]quinoline, and 3.8-diaminoacenaphthene remained pratically unchanged ; this suggests bond fixation in the aromatic framework of these two diamines. N.m.r. spectra were used to ascertain structures of acenaphthene intermediates.
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