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Calix[6]tris(thio)ureas: heteroditopic receptors for the cooperative binding of organic ion pairs.

par Hamon, Mélanie;Menand, Mickaël ;Le Gac, Stéphane ;Luhmer, Michel ;Dalla, Vincent;Jabin, Ivan
Référence Journal of organic chemistry, 73, 18, page (7067-7071)
Publication Publié, 2008

Article révisé par les pairs

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Résumé :

The straightforward syntheses of C3v symmetrical calix[6]trisureas and -thiourea have been achieved. NMR studies have shown that these flexible compounds possess a major cone conformation. While these neutral hosts can strongly bind anions such as AcO(-) or HSO4(-) through induced fit processes, they can also behave as unique heteroditopic receptors for organic ion pairs with a remarkable positive cooperativity in the complexation process, the anion acting as an allosteric effector.