基于杯芳烃的分子容器的合成及其对有机铵的可逆识别

将三(吡啶基甲基)胺(TPA)引入杯芳烃的下缘, 合成了一种新的具有杯状结构的杯芳烃衍生物, 研究了其对有机铵的分子识别行为.

Synthesis and Reversible Recognition for Organic Ammoniums of a Molecular Receptor Based on Calix[6] arene

Calix6]arenes often serve as molecular host in supramolecular chemistry, however, they show a conformation flexibility due to the inversion of the aromatic rings. It is important to control the structure flexibility of calix6]arenes. In this work, a C3v-symmetrical molecular receptor calix6]TPA was synthesized and characterized via 1H NMR, 13C NMR, ESI-MS, and X-ray structural analysis. Molecular recognitions of calix6]TPA for small organic ammoniums were investigated with 1H NMR, and the inclusions of the straight chain ammoniums were reversiblly controlled by the acidity of the solution. The results indicate that the introduction of a tripodal N4-crypto cap is beneficial to rigidify the structure in a cone conformation, the hydrophobic cavity is an efficient receptor for organic guests, and the reversible recognition of straight chain ammoniums can be potentially applied in separation of organic amines.