Synthesis of the first calix[6]crypturea via a versatile tris-azide precursor.
Various nitrogenous calix[6]arene based receptors have been synthesized in one step from a new C3v symmetrical calix[6]arene intermediate decorated with azido groups. Hence, the first calix[6]crypturea has been obtained in high yield through a unique one-pot process consisting of a domino Staudinger/aza-Wittig reaction followed by a [1 + 1] macrocyclization reaction with a tripodal amine. The conformational properties and some of the host-guest properties of the new calix[6]arene derivatives have been studied by NMR spectroscopy.
Ménand
Mickaël
M
Laboratoire de Chimie Organique, Université Libre de Bruxelles (U.L.B.), Avenue F. D. Roosevelt 50, CP160/06, B-1050 Brussels, Belgium.
Jabin
Ivan
I