Chin. J. Org. Chem. ›› 2005, Vol. 25 ›› Issue (01): 71-74. Previous Articles     Next Articles

Original Articles

以2-苯氧乙基为氮支链的[18]和[15]环系氮支套索冠醚的合成及其络合性能

刘淑芬*,刘春萍,徐强,孙琳,王志元,俞贵艳   

  1. (烟台师范学院化学与材料科学系 烟台 264025)
  • 收稿日期:2004-01-31 修回日期:2004-07-12 发布日期:2004-12-30
  • 通讯作者: 刘淑芬

Synthesis and Complexing Properties of New 18- and 15-Membered Ring N-Pivot Lariat Azacrown Ethers Containing N-(2-Phenoxyethyl)

LIU Shu-Fen*,LIU Chun-Ping,XU Qiang,SUN Lin
WANG Zhi-Yuan,YU Gui-Yan   

  1. (Department of Chemistry and Material Science, Yantai Teachers College, Yantai 264025)
  • Received:2004-01-31 Revised:2004-07-12 Published:2004-12-30
  • Contact: LIU Shu-Fen

Using 2-phenoxyethanol as starting material, two new N-pivot lariat crown ethers were synthesized, N-(2-phenoxyethyl)monoaza-18-crown-6 (18CE) and N-(2-phenoxyethyl)monoaza-15-crown-5(15CE). The structures of the new crown ethers and the intermediate compounds were characterized by FTIR, 1H NMR and UV spectra. The coordination of Na, K, Ag, NH4, Ni2+, Cu2+, Pb2+and Co2+with two azacrown ethers was studied respectively by conductometric titration at 25 ℃. The stability constants for the 1∶1 coordination compounds were calculated. The results show that due to the induction and participation in complexing of the azacrown ether ring of N-(2-phenoxyethyl). The stability of the complexes has been improved more distinctly than that of homologue complexes of monoaza-18-crown-6, N-(2-hydroxyethyl)monoaza-18-crown-6, N-(2-methoxyethyl)monoaza-18-crown-6 and monoaza-15-crown-5, N-(2-hydroxyethyl)monoaza-15-crown-5, N-(2-methoxyethyl)monoaza-15-crown-5. The stability constants and UV spectra for the coordination compounds gave some evidences of pivot chain phenoxy group participating in complexing.

Key words: conductometric titration, stability constant, synthesis, N-pivot lariat crown ether