PREORGANIZATION OF CALIX[8]ARENES - SYNTHESIS OF BASKET-SHAPED DOUBLY-CROWNED CALIX[8]ARENES

Authors
GERACI C PIATTELLI M NERI P
Citation
C. Geraci et al., PREORGANIZATION OF CALIX[8]ARENES - SYNTHESIS OF BASKET-SHAPED DOUBLY-CROWNED CALIX[8]ARENES, Tetrahedron letters, 36(30), 1995, pp. 5429-5432
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
30
Year of publication
1995
Pages
5429 - 5432
Database
ISI
SICI code
0040-4039(1995)36:30<5429:POC-SO>2.0.ZU;2-F
Abstract
The first calix[8]crowns, 3 and 4, frozen in a basket-shaped conformat ion, have been obtained by reaction of 1,3,5,7-tetrakis(p-tert-butylbe nzyl) ether of p-tert-butylcalix[8]arene with tetraethylenglycol ditos ylate. Their structure was deduced from mass (FAB) and NMR spectra and the conformational features have been studied by VT NMR. The 1,5-3,7- bis-crown 4, in which one of the ether chains fills the cavity, yields the more mobile and highly symmetrical 4a upon debenzylation.