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Synthesen und chemisches Reaktionsverhalten neuer überbrückter Chinonderivate. Kupplungsreaktionen von Diazoniumsalzen mit 2‐Methoxy‐1,6‐methano [10]annulen
Author(s) -
Neidlein Richard,
Radke Christoph Martin
Publication year - 1983
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19830660749
Subject(s) - annulene , chemistry , tautomer , tetrafluoroborate , quinone , methanol , medicinal chemistry , derivative (finance) , stereochemistry , organic chemistry , ionic liquid , financial economics , economics , catalysis
Syntheses and Chemical Properties of New Bridged Quinone Derivatives. Coupling Reactions of Aryldiazonium Salts with 2‐Methoxy‐1,6‐methano[10]annulene Coupling of 2‐methoxy‐1,6‐methano[10]annulene (3) with the aryldiazonium salts 4a‐4i yields the quinone hydrazones 5a‐5i. The spectroscopic properties of these products are described. The reaction of 3 with 4‐nitrophenyldiazonium tetrafluoroborate buffered with sodium acetate in dry methanol yielded after chromatographic separation the azo derivative 7 on the one hand and a mixture of the valence tautomers 8a and 8b on the other.