Unusual formation of tricyclic annulenediones: diatropic cationic 10π-electron species in D2SO4

Autor:	Katsuya Inoue, Masahiko Iyoda, Jūro Ojima, Chiaki Sakon, Hiroyuki Higuchi, Gaku Yamamoto, Kaori Asano
Rok vydání:	1994
Předmět:	chemistry.chemical_classification Chemistry Stereochemistry Intramolecular force Cationic polymerization Oxidative coupling of methane Electron Tricyclic
Zdroj:	J. Chem. Soc., Perkin Trans. 1. :2915-2920
ISSN:	1364-5463 0300-922X
DOI:	10.1039/p19940002915
Popis:	Intramolecular oxidative coupling of 1-(3-oxopent-1-en-4-ynyl)-6-(1-oxoprop-2-ynyl)cyclohepta-1,3,5-triene 2 under the Glaser conditions unexpectedly afforded two tricyclic annulenediones. The unusual structures were determined by X-ray crystallographic analysis of the compounds. These annulenediones are atropic in CDCl3, but exhibited diatropicity in CF3CO2D and D2SO4 ascribable to the formation of cationic 10π-electron species.
Databáze:	OpenAIRE
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