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Pyryliumsalze
ββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββ
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Pyryliumsalze, veraltet Pyroxoniumsalze, sind eine Gruppe ringfΓΆrmiger (cyclischer), sauerstoffΒhaltiger chemischer Verbindungen, die zu den stabilen Oxoniumsalzencite-ref-r-mpp-1-0[1] und Heterocyclen zΓ€hlen. Sie leiten sich formal von Pyranen ab, in die man eine dritte Doppelbindung eingefΓΌhrt hat.
Contents
β’ Synthese
β’ Einzelnachweise
ββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββ
Synthese
Die Umsetzung von Grignard-Verbindungen mit Ξ³-Pyronen und anschlieΓende Hydrolyse liefert Pyranole. Deren Reaktion mit starken SΓ€uren liefert unter Wasserabspaltung Pyryliumsalze der verwendeten SΓ€ure. Aus Chromonen entstehen analog Benzopyryliumsalze, aus Xanthon Dibenzopyryliumsalze (Xanthyliumsalze).cite-ref-abc-chemie-2-0[2]
Die Umsetzung von Propen-Derivaten mit CarbonsΓ€urechloriden oder -anhydriden fΓΌhrt in Gegenwart von Lewis-SΓ€uren wie AlCl3 ebenfalls zu Pyryliumsalzen. Diese Methode ist als Balaban-Reaktion bekannt.cite-ref-eicher-3-0[3]
Einzelnachweise
cite-note-r-mpp-11. β Otto-Albrecht NeumΓΌller (Hrsg.): RΓΆmpps Chemie-Lexikon. Band 5: PlβS. 8. neubearbeitete und erweiterte Auflage. Franckhβsche Verlagshandlung, Stuttgart 1987, ISBN 3-440-04515-3, S. 3428β3429.
cite-note-abc-chemie-22. β Brockhaus ABC Chemie, VEB F. A. Brockhaus Verlag Leipzig 1965, S. 1151.
cite-note-eicher-33. β Theophil Eicher, Siegfried Hauptmann, Andreas Speicher: The Chemistry of Heterocycles, Wiley-VCH, 2012, ISBN 978-3-527-32868-0, S. 302.