The first examples of selectively functionalized calix[7]arenes have been obtained by weak-base promoted O-alkylation or O-benzoylation of p-tert-butylcallx[7]arene. Mono-, 1,3- and 1,4-disubstituted calix[7]arenes have been obtained in workable yields, while the 1,2,4,6-tetrasubstitution was achieved with surprisingly high selectivity (50-88% yield) by using K2CO3 as base. A rationale for this finding is proposed
Regioselective O-substitution of p-tert-butylcalix[7]arene
MARTINO, Marco;GAETA, CARMINE;NERI, Placido
2002
Abstract
The first examples of selectively functionalized calix[7]arenes have been obtained by weak-base promoted O-alkylation or O-benzoylation of p-tert-butylcallx[7]arene. Mono-, 1,3- and 1,4-disubstituted calix[7]arenes have been obtained in workable yields, while the 1,2,4,6-tetrasubstitution was achieved with surprisingly high selectivity (50-88% yield) by using K2CO3 as base. A rationale for this finding is proposedFile in questo prodotto:
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