PROCEDURES FOR THE SELECTIVE ALKYLATION OF CALIX[6]ARENES AT THE LOWER RIM

Citation
Rg. Janssen et al., PROCEDURES FOR THE SELECTIVE ALKYLATION OF CALIX[6]ARENES AT THE LOWER RIM, Synthesis, (4), 1993, pp. 380-386
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397881
Issue
4
Year of publication
1993
Pages
380 - 386
Database
ISI
SICI code
0039-7881(1993):4<380:PFTSAO>2.0.ZU;2-9
Abstract
New partially alkylated calix[6]arenes have been synthesized. Dependin g 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-but ylcalix[6]arene could be obtained in moderate to good yields. Methylat ion or benzylation of the parent calix[6]arene showed a regioselectivi ty towards 1,2-di-, and 1,2,3-trisubstitution. The solid state structu re of 1,2,4,5-tetrasubstituted p-tert-butylcalix[6]arene [R=O(CH2CH2O) 2CH3] has been elucidated by X-ray analysis.