Download PDF
Synthesis 1993; 1993(4): 380-386
DOI: 10.1055/s-1993-25868
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Procedures for the Selective Alkylation of Calix[6]arenes at the Lower Rim

Rob G. Janssen* , Willem Verboom, David N. Reinhoudt, Alessandro Casnati, Margret Freriks, Andrea Pochini, Franco Ugozzoli, Rocco Ungaro, Pedro M. Nieto, Mar Carramolino, Félix Cuevas, Pilar Prados, Javier de Mendoza
  • *Laboratory of Organic Chemistry, University of Twente, NL-7500 AE Enschede, The Netherlands
Further Information

Publication History

Publication Date:
17 September 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

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.

      >