PDF herunterladen
Synthesis 1985; 1985(6/7): 626-631
DOI: 10.1055/s-1985-34140
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Chinone von Benzo- und Dibenzokronenethern

F. Dietl* , G. Gierer, A. Merz
  • *Institut für Organische Chemie der Universität Regensburg, Universitätsstraße 31, D-8400 Regensburg, Bundesrepublik Deutschland
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
18. September 2002 (online)

  als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

Quinones of Benzo- and Dibenzo-Crown Ethers: The preparation of the 1,4-quinones of benzo[15]crown-5 (1), benzo [18]crown-6 (2) and dibenzo[18]crown-6 (3) and their quinols is described. The quinones are obtained by Fremy salt oxidation of the corresponding 3-hydroxybenzo-crown ethers which are readily accessible by a double protective group synthesis from 1,2,3-trihydroxybenzene. The synthetic pathway also provides a general high yield preparation of 2,3-dialkoxyl-1,4-benzoquinones. The new crown ethers are characterised b y 1H- and 13C-N. M. R. as well as U. V. spectroscopy. Non-aqueous redox potentials are determined by cyclic voltammetry. Crystalline complexes of 1 and 2 with various ammonium, alkali, and alkaline earth cations are also described.