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Synthesis 1994; 1994(1): 47-50
DOI: 10.1055/s-1994-25403
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Selective Functionalization of Calix[6]arenes at the Upper Rim

Javier de Mendoza* , Mar Carramolino, Felix Cuevas, Pedro Manuel Nieto, Pilar Prados, David N. Reinhoudt, Willem Verboom, Rocco Ungaro, Alessandro Casnati
  • *Departamento de Química, Universidad Autónoma de Madrid, Cantoblanco, E-28049 Madrid, Spain
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Publication Date:
17 September 2002 (online)

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Methylation of partially O-benzylated p-tert-butylcalix[6]arenes followed by hydrogenolysis constitutes an efficient method for the preparation of partially O-alkylated Calix[6]arenes in gram amounts, without adhering to column chromatography separations. Selective de-tert-butylation followed by halogenation, or ipso-nitration of these precursors affords Calix[6]arenes containing bromo- or nitrosubstituents, respectively, at precise positions of the upper rim.

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