Synthetic ionophores part 19: Synthesis and ionophore character of 2-aminothiophenol based silver selective acyclic and cyclic receptors
作者:Subodh Kumar、Vandana Bhalla、Harjit Singh
DOI:10.1016/s0040-4020(98)00229-4
日期:1998.5
respectively. α,ω-(2-Aminophenylthio) oxaalkanes (9–11) undergo intermolecular cyclodehydrochlorination with thiodiglycolyl dichloride and pyridine-2,6-dicarbonyl dichloride.HCl to provide respective macrocycles 16–18 and 20–22. The acyclic receptors 6–11 show strong complexation with Ag+ and Pb2+ with poor specificity towards Ag+. The conversion of amine units to amides in 12 significantly lowers the complexation
1,5-二溴-3-氧杂戊烷,1,8-二溴-3,6-二氧杂辛烷和1,11-二溴-3,6,9-三氧杂十二烷与硫酚和2-氨基硫酚的相转移催化亲核取代反应分别提供无环受体α,ω-双(苯硫基/ 2-氨基苯硫基)氧杂烷烃(6-11)。1,8-双(2-氨基苯硫基)-3,6-二氧杂辛烷(10)与乙酸酐和间苯二甲酰氯反应,分别提供无环(12)和大环(14)受体。α,ω-(2-氨基苯硫基)氧杂烷烃(9-11)与二氯硫代二甘醇和2,6-二羰基吡啶的盐酸进行分子间环脱氯化氢作用,以提供各自的大环16-18和20-22。无环受体6-11表现出与Ag +和Pb 2+的强络合作用,对Ag +的特异性较弱。12中胺单元向酰胺的转化显着降低了络合,但提高了Ag + / M z +的选择性。通过将无环受体12转变成其环状类似物来形成连接位点,以及在环状受体16-18和20-22中存在其他连接位点,不仅恢复了提取能力,而且还导致了较高的Ag