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DOI: 10.1055/s-2001-14562
Synthesis of Heteroarylazo-substituted Calix[4]arenes
Publikationsverlauf
Publikationsdatum:
30. September 2004 (online)
Abstract
This paper reports a novel method for preparing heteroarylazo- substituted calix[4]arenes, in which heteroaromatic amines were diazotized with isoamyl nitrite in EtONa-EtOH under refluxing conditions. Mono(heteroarylazo)-, bis(heteroarylazo)- and tetrakis(heteroarylazo)-substituted calix[4]arenes were obtained as main product by diazo-coupling in different molar ratio to calix[4]arenes under pH 7-9 in non-aqueous solution at 0-5 °C. Based on the method, eight novel heteroarylazo-substituted calix[4]arenes have been synthesized by diazo-coupling reaction of calix[4]arene with diazonium salt solutions of 4-aminopyridine or 2-aminothiazole.
Key words
calix[4]arene - diazo coupling - isoamyl nitrite - synthesis
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