DESIGN, SYNTHESIS, AND PROPERTIES OF CYCLOPHANES AS HOSTS HAVING ABILITY OF FORMING INCLUSION COMPLEXES

我们对QCP44等环烷的早期研究表明，它们在水溶液中与阴离子和中性疏水客体形成包合物。我们打算将环烷引入柱层析的固定相，并设计新的大环化合物作为阳离子客体的宿主。通过酰胺键将QCP44骨架引入琼脂糖凝胶中，可有效分离1-萘磺酸或2-萘磺酸等结构异构体。合成了含有羧酸酯ACP44和ACP66的新型环烷，并与阳离子客体形成稳定的1:1配合物。采用^1H-NMR技术得到了它们配合物的稳定常数（Ks）（表1）。ACP44与1,4-二（三甲基铵甲基）苯配合物的K s值最大。相比之下，ACP66与1,3-二（三甲基铵）丙烷形成最稳定的配合物。以酶为模型的新型选择性高效人工催化剂的研究正在进行中。

Our earlier studies on cyclophanes such as QCP44 have suggested that they form inclusion complexes with anionic and neutral hydrophobic guests in aqueous solution. We intended to introduce the cyclophanes to stationary phase of column chromatography, and to design novel macrocyclic compounds as hosts for cationic guests.The skeleton of QCP44 was introduced to agarose gel with amide bond, and some structural isomers, such as 1- or 2-naphthalane sulfonic acids, could be effectively separated by the column containing this gel.Novel cyclophanes having carboxylates, ACP44 and ACP66, were synthesized, and were found to form stable 1:1 complexes with cationic guests. Stability constants (Ks) of their complexes were obtained using ^1H-NMR technique (Table 1). ACP44 exhibited the greatest value of K s for the complex with 1,4-bis(trimethylammoniummethyl)benzene. In contrast, ACP66 formed the most stable complex with 1,3-bis(trimethylammonium)propane.Investigation on novel macrocycles for selective and efficient artificial catalysts as an enzyme model is now in progress.