An approach to the synthesis of chemically modified bisazocalix[4] arenes and their extraction properties

作者：Tilki T; Sener I; Karci F; Gulce A; Deligoz H^*

来源：Tetrahedron, 2005, 61(40): 9624-9629.

DOI：10.1016/j.tet.2005.07.078

• calix[n]arenes
• bisazocalix[4]arenes
• diazocoupling reaction
• solvent extraction
• absorption properties

Bisazocalix[4]arenes [N,N'-bis(5-azo-25,26,27-tribenzoyloxy-28-hydroxycalix[4]arene)benzene (1), N,N'-bis(5-azo-25,26,27-tribenzoyloxy-28-hydroxycalix [4] arene)biphenyl (2) and N,N'-bis(5-azo-25,26,27-tribenzoyloxy-28-hydroxycalix[4]arene)-2,2'-dinitro biphenyl (3)] have been synthesized from 25,26,27-tribenzoyloxy-28-hydroxycalix [4] arene by diazocoupling with the corresponding aromatic diamines (p-phenylenediamine, 4,4'-diamino biphenyl and 4,4'-diamino-2,2'-dinitrobiphenyl). Extraction studies of bisazocalix[4]arenes 1, 2, and 3 show no difference in their extraction behavior and selectivity, whereas azocalix[4]arenes are a poor extractant for heavy metal cations. The absorption spectra of the prepared bisazocalix[4]arenes are discussed, both the effect of varying pH and solvent upon the absorption ability of bisazocalix[4]arenes.

• 出版日期2005-10-3