The syntheses of four hexabenzo[bc,ef,hi,kl,no,qr]coronene (HBC) derivatives have been carried out. Double Knoevenagel condensation of the benzil 5 with the ketone 6 gave the 2,3,4,5-tetrakis(4-tert-butylphenyl)cyclopenta-2,4-dien-1-one (7). Diels-Alder addition of 7 with di(4-tert-butylphenyl)acetylene, 4-[(4-tert-butylphenyl)ethynyl]-1,1′-biphenyl (9) or 1-tert-butyl-4-(phenylethynyl)benzene (11) gave the substituted hexaphenylbenzene 8, 10 and 12 which were cyclodehydrogenated to yield 1, 2 and 3, respectively. Similarly, condensation of 5 with dibenzylketone yielded the cyclopentadienone 13 which gave, by cycloaddition with di-(4-tert-butylphenyl)acetylene, the tetrasubstituted hexaphenylbenzene 14 which was cyclodehydrogenated to furnish 4.

中文翻译：

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六苯并晕烯衍生物的合成

已经进行了四种六苯并[bc,ef,hi,kl,no,qr]coronene (HBC) 衍生物的合成。苯偶酰 5 与酮 6 的双 Knoevenagel 缩合得到 2,3,4,5-四(4-叔丁基苯基)环戊二烯-2,4-二烯-1-酮 (7)。7 与二(4-叔丁基苯基)乙炔、4-[(4-叔丁基苯基)乙炔基]-1,1'-联苯 (9) 或 1-叔丁基-4-(苯基乙炔基) 的 Diels-Alder 加成) 苯 (11) 得到取代的六苯基苯 8、10 和 12，将其环化脱氢分别得到 1、2 和 3。类似地，5与二苄基酮缩合产生环戊二烯酮13，其通过与二-(4-叔丁基苯基)乙炔的环加成得到四取代的六苯基苯14，其被环化脱氢以提供4。