Tetraamido-oxacalix[4]arene Derivatives： Synthesis, Structures and Supramolecular Assemblies

• Published in: Chinese journal of chemistry Vol. 31; no. 5; pp. 684 - 688
• Main Authors: Kong, Lingwei, Ma, Mingliang, Zhao, Xiaoli, Liu, Yahua, Mi, Xianqiang, Jiang, Biao, Wen, Ke
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.05.2013; WILEY‐VCH Verlag; Wiley; Wiley Subscription Services, Inc
• Subjects: assembly; Chemistry; Chemistry, Multidisciplinary; Derivatives; Hydrogen bonds; macrocycle; oxacalixarene; Physical Sciences; Science & Technology; Solids; synthesis; X-射线分析; 合成; 对甲苯磺酰氯; 氢键相互作用; 结构; 芳烃衍生物; 超分子组装; 酰氨基; synthesis; RECOGNITION; 1,3-ALTERNATE; CAVITY; ENCAPSULATION; COMPLEXES; EN-ROUTE; oxacalixarene; DISCRETE; assembly; macrocycle; OXACALIXARENES; CLUSTER; CALIXARENES
• ISSN: 1001-604X; 1614-7065
• DOI: 10.1002/cjoc.201300072

Tetraamido-oxacalix[4]arene derivatives have been synthesized via the reactions of tetraamino-oxacalix[4]arene with excess butyryl chloride, octanoyl chloride, benzoyl chloride and p-toluenesulfonyl chloride, respectively. JH NMR results suggest that these oxacalix[4]arene derivatives preferentially adopt the 1,3-alternate （saddle-like） con- formation in solution, which were also the case in the solid state as demonstrated by single crystal X-ray analysis. A dimerized slipped capsule could be formed by tetra-butyramido-oxacalix[4]arene in the solid state via intermolecu- lar hydrogen bond interactions under the assistance of two encapsulated methanol molecules. On the other hand, a molecular cavity was formed by tetra-p-toluenesulfonamido-oxacalix[4]arene which can encapsulate a solvent molecule of ethyl acetate.