Methylation of p-tert-butylcalix[8]arene with Mel in the presence of strong bases (NaH, BaO/Ba(OH)(2), or Cs2CO3) in THF has been investigated. Composition of the reaction mixtures differs remarkably from those obtained using weak bases and described in a preceding paper. Several previously unreported methylated products [two dimethoxy- (2(1,5) and 2(1,4)), a trimethoxy- (3(1,2,5)), a tetramethoxy- (4(1,2,3,6)), two pentamethoxy- (5(1,2,3) and 5(1,2,4)), and three hexamethoxy- (6(1,2), 6(1,3), and 6(1,4))] have been isolated. In many cases the substitution pattern was assigned unambiguously on the basis of spectroscopic evidence only, while in others chemical correlation with known compounds was required.

Methylation of p-tert-butylcalix[8]arene. Products obtained in the presence of strong bases

NERI, Placido
1998-01-01

Abstract

Methylation of p-tert-butylcalix[8]arene with Mel in the presence of strong bases (NaH, BaO/Ba(OH)(2), or Cs2CO3) in THF has been investigated. Composition of the reaction mixtures differs remarkably from those obtained using weak bases and described in a preceding paper. Several previously unreported methylated products [two dimethoxy- (2(1,5) and 2(1,4)), a trimethoxy- (3(1,2,5)), a tetramethoxy- (4(1,2,3,6)), two pentamethoxy- (5(1,2,3) and 5(1,2,4)), and three hexamethoxy- (6(1,2), 6(1,3), and 6(1,4))] have been isolated. In many cases the substitution pattern was assigned unambiguously on the basis of spectroscopic evidence only, while in others chemical correlation with known compounds was required.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11386/3136515
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