Procedures for the selective alkylation of calix[6]arenes at the lower rim

R.G. Janssen, Rob G. Janssen, Willem Verboom, David Reinhoudt, Alessandro Casnati, Margret Freriks, Andrea Pochini, Franco Ugozzoli, Rocco Ungaro, Pedro M. Nieto, Mar Carramolino, Felix Cuevas, Pilar Prados, Javier de Mendoza

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New partially alkylated calix[6]arenes have been synthesized. Depending on the conditions, mono-, 1,2-di-, 1,3-di, 1,2,3-tri-, 1,3,5-tri-, 1,2,4,5-tetra-, and 1,2,3,4,5-pentamethylated derivatives of p-tert-butylcalix[6]arene could be obtained in moderate to good yields. Methylation or benzylation of the parent calix[6]arene showed a regioselectivity towards 1,2-di-, and 1,2,3-trisubstitution. The solid state structure of 1,2,4,5-tetrasubstituted p-tert-butylcalix[6]arene [R=O(CH2CH2O)2CH3] has been elucidated by X-ray analysis.
Original languageUndefined
Pages (from-to)380-386
JournalSynthesis (Germany)
Issue number4
Publication statusPublished - 1993


  • METIS-106759
  • IR-12578

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