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Synfacts 2009(5): 0500-0500
DOI: 10.1055/s-0029-1216568
DOI: 10.1055/s-0029-1216568
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag
Stuttgart ˙ New York
Heterofunctionalized Calixarenes via Intramolecular Aryl Aminations
K. V. Lawson*, A. C. Barton, J. D. Spence*
California State University, Sacramento, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. April 2009 (online)

Significance
The authors generate azacalixarenes using an intramolecular aryl amination as ring-closing step. Using this technique, they produced the first examples of 4-tert-butylcalix[n]-arenes (n = 8, 12) with selective substitution of bridging methylenes with amines. The technique represents a macrocyclic dimerization (2) and trimerization (3) of the starting material 1. The authors could not obtain the monomeric macrocyclization regardless of the dilution conditions.