Synthesis of the First Calix[6]crypturea via a Versatile Tris-azide Precursor

被引:40
作者
Menand, Mickael [1 ]
Jabin, Ivan [1 ]
机构
[1] Univ Libre Bruxelles, Chim Organ Lab, B-1050 Brussels, Belgium
关键词
HOST-GUEST PROPERTIES; NEUTRAL GUESTS; HETERODITOPIC RECEPTORS; EFFICIENT SYNTHESIS; CLICK CHEMISTRY; BINDING; SUBSTITUENTS;
D O I
10.1021/ol8027384
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Various nitrogenous calix[6]arene based receptors have been synthesized in one step from a new C-3v 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.
引用
收藏
页码:673 / 676
页数:4
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