The first calix[8]crowns, 3 and 4, frozen in a basket-shaped conformation, have been obtained by reaction of 1,3,5,7-tetrakis(p-tert-butylbenzyl) ether of p-tert-butylcalix[8]arene with tetraethylenglycol ditosylate. 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.
Preorganization of Calix[8]arenes - Synthesis of Basket-shaped Doubly-crowned Calix[8]arenes
NERI, Placido
1995-01-01
Abstract
The first calix[8]crowns, 3 and 4, frozen in a basket-shaped conformation, have been obtained by reaction of 1,3,5,7-tetrakis(p-tert-butylbenzyl) ether of p-tert-butylcalix[8]arene with tetraethylenglycol ditosylate. 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.File in questo prodotto:
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