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

Research output: Contribution to journalArticleAcademic

42 Citations (Scopus)
73 Downloads (Pure)

Abstract

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)
Volume1993
Issue number4
DOIs
Publication statusPublished - 1993

Keywords

  • METIS-106759
  • IR-12578

Cite this