Synthesis and Structure of a Longitudinally Twisted Hexacene

Autor:	Kathleen V. Kilway, Robert G. Clevenger, Elizabeth M. Menuey, Bharat Kumar
Rok vydání:	2018
Předmět:	Anthracene 010405 organic chemistry Organic Chemistry Diol General Chemistry 010402 general chemistry 01 natural sciences Hexacene Catalysis 0104 chemical sciences Quinone Pentacene chemistry.chemical_compound Crystallography Tetracene chemistry Acene Phenyllithium
Zdroj:	Chemistry - A European Journal. 24:3113-3116
ISSN:	0947-6539
Popis:	The addition of phenyllithium to a polycyclic quinone, 9,11,12,21,22,24-hexaphenyltetrabenzo[a,c,n,p]hexacene-10,23-dione (10), followed by SnCl2 -mediated reduction of the diol intermediate, yielded 9,10,11,12,21,22,23,24-octaphenyltetrabenzo-[a,c,n,p]hexacene (4). Crystallographic analysis of hexacene 4 showed it to possess a longitudinal twist of 184°, which was in good agreement with AM1 calculations. In addition to being the most twisted acene synthesized to this point, compound 4 contains within its substructure the most twisted naphthalene, anthracene, tetracene, and pentacene moieties described.
Databáze:	OpenAIRE
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