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Synthesis and Aggregation Properties of Two- and Three-Armed Nitrogen-Rich Chelate Ligands: Novel Bis(N-acylamidines), Tris(N-acylamidines) and Bis(triazapentadienes) with Flexible or Rigid Spacers

  作者 CLODT JULIANA ISABEL; WIGBERS CHRISTOF; REIERMANN RALPH; FROEHLICH ROLAND; WUERTHWEIN ERNSTULRICH  
  选自 期刊  European Journal of Organic Chemistry;  卷期  2011年-17;  页码  3197-3209  
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[摘要]Two- and three-armed ligands, like bis(N-acylamidines) 7 and 9, tris(N-acylamidines) 8 and bis(1,3,5-triazapenta-1,3-dienes) 10 with different spacers between the ligand moieties, have been easily prepared in moderate-to-good yields starting from diamines, triamines or dicarboxylic acid derivatives. Thus, the reaction of diamines and triamines with N-acylimidates 3 led to bis(N-acylamidines) 7 and tris(N-acylamidines) 8, respectively, linked through the amino group. Ligands 9, interconnected through the carbonyl groups, were obtained starting from dicarboxylic acid dichlorides and amidines. Bis(triazapentadienes) 10, linked through carbon atoms, were synthesized from a diamide, which was converted into a bis(N-imidoylimidate) 17 followed by reactions with deprotonated amines. These compounds show variable aggregation behaviour in the solid state as a result of intra- and intermolecular hydrogen bonding. All compounds were thoroughly characterized including by X-ray diffraction.

 
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