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Abstract
Dibenzo[def,i]naphtho[vwx-1,8,7]pyranthrene (12), a new dodecacyclic aromatic hydrocarbon is synthesized by the condensation reaction of a 1:1 mixture of 7H-benz[hi]chrysene-7-one (7) and 13H-dibenz[a,de]anthracene-13-one (8) with zinc dust in the presence of zinc chloride and sodium chloride. The reaction is selective and no condensation compounds of two identical ketones are produced at the 1:1 ratio; at other ratios, condensation of identical ketones (between 7 and 7, or 8 and 8) occurs. Compound 12 has a melting point of 402-403°C and a maximum absorption band at 538 nm in dichlorobenzenc, and its molecular structure is confirmed by X-ray analysis.