Lee Chang-Hee, Miyaji Hidekazu, Yoon Dae-Wi, Sessler Jonathan L
Department of Chemistry, Kangwon National University, Chun-Cheon 200-701, Korea.
Chem Commun (Camb). 2008 Jan 7(1):24-34. doi: 10.1039/b713183f.
Calixpyrroles and related macrocycles are non-aromatic synthetic anion receptors that have attracted considerable attention in recent years. The unfunctionalized, parent calix[4]pyrrole system, also known as octamethylporphyrinogen, may be prepared in one step and in high yield from pyrrole and acetone, and is an effective anion receptor, showing a preference for fluoride, phosphate, carboxylate and chloride anions in organic media. Efforts to improve the anion binding affinity of calix[4]pyrrole and to modify its inherent selectivity have led to the synthesis of a variety of new, modified calixpyrroles. Among the most effective of these are derivatives that contain bridging "straps". In this Feature Article, the preparation and properties of these and other topographically nonplanar calixpyrrole analogues are reviewed from the perspective of the anion recognition chemist.
杯吡咯及相关大环化合物是一类非芳香性的合成阴离子受体，近年来受到了广泛关注。未官能化的母体杯[4]吡咯体系，也被称为八甲基卟吩原，可以通过吡咯和丙酮一步高产率制备得到，它是一种有效的阴离子受体，在有机介质中对氟离子、磷酸根离子、羧酸根离子和氯离子具有选择性。为了提高杯[4]吡咯的阴离子结合亲和力并改变其固有选择性，人们合成了多种新型的、经过修饰的杯吡咯。其中最有效的是含有桥连“带”的衍生物。在这篇专题文章中，我们将从阴离子识别化学家的角度，综述这些以及其他拓扑非平面杯吡咯类似物的制备和性质。
