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One-pot synthesis of [1+1] and 62-membered [2+2] Schiff base macrocycles
Authors:Fang-Fang Wang  Ya-Xin Deng  Chao Huang  Qi-Long Zhang  Bi-Xue Zhu
Institution:a Key Laboratory of Macrocyclic and Supramolecular Chemistry, Guizhou University, Guiyang 550025, China; b Department of Chemistry, Guizhou Medical College, Guiyang 550004, China
Abstract:New 1+1] and 62-membered 2+2] Schiff base macrocycles containing a 2,6-diamidopyridine subunit have been synthesized by condensation reaction of the precursors pyridine-2,6-dicarboxamide and 1,10-bis(20-formylphenyloxy)decane in the presence of phosphoric acid via a one-pot process. The cyclocondensed products were effectively isolated by gel column chromatography and characterized by 1H NMR, FTIR, mass spectrometry and X-ray analysis. The two macrocycles have a twisted structure, and not an open ‘circular’ conformation in the solid state.
Keywords:Macrocycles  Schiff base  One-pot synthesis  Crystal structure  
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