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Synthèses dans la série des dérivés polycycliques aromatiques hautement condensés. L'hexabenzo-1,12; 2,3; 4,5; 6,7; 8,9; 10,11-coronène, le tétrabenzo-4,5; 6,7; 11,12; 13,14-péropyrène et le tétrabenzo-1,2; 3,4; 8,9; 10,11-bisanthène

✍ Scribed by A. Halleux; R. H. Martin; G. S. D. King

Publisher
John Wiley and Sons
Year
1958
Tongue
German
Weight
448 KB
Volume
41
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The synthesis of hexabenz‐1,12;2,3;4,5;6,7;8,9;10,11‐coronene, using two different reaction schemes is described. The cyclodehydrogenation of hexaphenylbenzene, and the reaction of dibenz‐1,9;2,3‐anthrone with Zn/ZnCl~2~ lead to identical products, the chemical and crystallographic properties of which demonstrate the structure of hexabenzcoronene. Furthermore, two other hydrocarbons have been isolated from the reaction of dibenzanthrone with Zn/ZnCl~2~. The UV. spectrum of the first, and its cyclization to hexabenzcoronene show that it is tetrabenz‐4,5;6,7;11,12;13,14‐peropyrene. The properties of the second indicate that it is tetrabenz‐1,2;3,4,8;9; 10,11‐bisanthene.

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## Abstract The molecular structures of the title compounds 3 and 5 were investigated by NMR and X‐ray structural methods. The NMR results suggest two equivalent halves for both molecules. The X‐ray study shows an approximate mirror plane for 3 and an approximate twofold axis for a significant port