Research On The Synthesis, Structure And Assemblies Of Oxacalix"4"arene Derivatives

The quick growth of Supramolecular Chemistry has aroused great attention of scientists from the fields of Chemistry, Crystallography, Materials Science and Biology. Design and synthesis of the host molecules followed by self-assembly research of those host molecules is a hotspot of 'host-guest' chemistry. Calix[n]arene has been a research focus for decades as the appearance of third generation of supramolecular host compounds. As 'host-guest' chemistry is developed from single-point recognition to mult-point recognition, multiple recognition and asymmetric recognition, synthesis of new Calix[n]arenes derivatives is the development direction.In this paper, we designed and synthesized several new Calix[n]arenes derivatives based on the reported Calix[n]arenes, and investigated the capablity of carboxylic acid functionalized oxacalixarene to coordinate with metal ions.1. By employing 2,3-dihydroxybenzoic acid as precursor, we synthesized carboxylic acid functionalized ortho-linked oxacalix[2]benzene[2]pyrazine. The structure was confirmed by 1H-NMR,13C-NMR, HRMass and single crystal X-Ray analysis. We found that this oxacalixarene could form different types of single crystal structures in different solvent systems. Some studies on the possible formation of'supramolecular structures'for this carboxylic acid functionalized oxacalixarene have been carried out, and we found it could coordinate with Ag+, Cu2+, Zn2+ ions and form different types of complexes in different solvent systems with the same metal ion. Because of the carboxylic acid, this oxacalixarene have more coordination sites.2. Based on tetraamido-oxacalix[4]arene, we synthesized seven tetraamido-oxacalix[4]arene derivatives. The resulting structures was confirmed by 1H-NMR,13C-NMR, HRMass and four of them was further confirmed by single crystal X-Ray analysis. We found that acidamide and ureide derivatives could form dipolymer or tetramer with intermolecular hydrogen bonds, to capture some guest molecules.In this paper, we synthesized ten new Calix[n]arene derivatives and four metal-organic compounds. We got eleven single crystal structures.