Hexa- p eri -hexabenzocoronenes by Efficient Oxidative Cyclodehydrogenation: The Role of the Oligophenylene Precursors
2006; American Chemical Society; Volume: 8; Issue: 6 Linguagem: Inglês
10.1021/ol053043z
ISSN1523-7060
AutoresXinliang Feng, Jishan Wu, V. Enkelmann, Kläus Müllen,
Tópico(s)Photochromic and Fluorescence Chemistry
Resumo[reaction: see text] Oligophenylene precursors based on 1,3,5-tris-(2'-biphenyl)ylbenzene (4a) and 1,4-bis-(2'-biphenyl)yl-2,5-diphenylbenzene (5a) were prepared and utilized for efficient hexabenzocoronene (HBC) synthesis by cyclodehydrogenations. Parent HBC 6a was efficiently synthesized from the 1,3,5-tris-(2'-biphenyl)ylbenzene precursor, and novel D(3)(h)() symmetrical HBCs were prepared from 1,3,5-tris-(2'-biphenyl)ylbenzenes with various substitution types. For the preparation of a tert-butyl containing HBC 7 with D(2)(h)() symmetry, a two-step cyclodehydrogenation was required because of changes in the spin density distribution.
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