Synthesis and characterization of macrocyclic compounds with a hydroxyl functional group

• 作 者: Min Ou Chun Zhu Qi-Long Zhang Bi-Xue Zhu
• 机 构: Key Laboratory of Macrocyclic and Supramolecular Chemistry,Guizhou University,Department of Chemistr
• 出 处: Chinese Chemical Letters
• 发表日期: 2013年10期
• 关键词: hydroxyl conformation condensation folded saturated template benzene Schiff ring

A novel [1+1] Schiff-base macrocyclic compound 3 has been synthesized from precursor 1, 1,3-bis(2’-formylphenoxy)-2-propanol, and precursor 2, resorcinol-bis(4-aminophenyl)ether, via condensation and cyclizaction using Ba2+as template. The macrocycle 3 was further reduced giving saturated macrocycle 4. The structures of 3 and 4 were characterized by elemental analysis,1H NMR, IR, and MS spectra, and their structures were determined via single crystal X-ray diffraction studies. X-ray diffraction analysis revealed that the macrocyclic compound 3 has a folded conformation, and the corresponding reduced product 4 adopts a twisted and folded conformation due to its flexible nature.

A novel [1 + 1] Schiff-base macrocyclic compound 3 has been synthesized from precursor 1, 1,3-bis (2’-formylphenoxy) -2- propanol, and precursor 2, resorcinol-bis via condensation and cyclizaction using Ba2 + as template. The structures of 3 and 4 were characterized by elemental analysis, 1H NMR, IR, and MS spectra, and their structures were determined via single crystal X-ray diffraction studies revealed that the macrocyclic compound 3 has a folded conformation, and the corresponding reduced product 4 adopts a twisted and folded conformation due to its flexible nature.