1,4,7-trioxa-10,16-dithia-13-azacyclooctadecane | 154729-80-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,4,7-trioxa-10,16-dithia-13-azacyclooctadecane
• CAS: 154729-80-3
• 化学式: C₁₂H₂₅NO₃S₂
• 分子量: 295.467
• InChiKey: VGMWRFHLXNRJNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.11
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  39.72
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,4,7-trioxa-10,16-dithia-13-azacyclooctadecane 、 2,2'-bipyridyl-4,4'-dicarboxylic acid chloride 以 四氢呋喃 为溶剂， 反应 24.5h， 以54%的产率得到[2-[4-(1,4,7-Trioxa-10,16-dithia-13-azacyclooctadecane-13-carbonyl)pyridin-2-yl]pyridin-4-yl]-(1,4,7-trioxa-10,16-dithia-13-azacyclooctadec-13-yl)methanone
  参考文献：
  名称：

  Luminescent metalloreceptors with pendant macrocyclic ionophores with NS2O3 donor sites: Synthesis, characterization and ion-binding property

  摘要：

  Three new luminescent metalloreceptors have been synthesized, incorporating the Ru(II)-bipyridine moiety as a fluorogenic unit and a six membered macrocyclic moiety containing NS2O3 donor atoms as ionophores. The sulfur donor atoms have been incorporated to enhance the complexing ability of the ionophore towards heavy metal ions, although for comparison, an ionophore having NO5 donor sites has also been used. The ion-binding property of these fluoroionophores has been investigated with a large number of cations and anions, and the recognition event is monitored by fluorescence and NMR spectroscopy. The luminescence intensity is strongly quenched in the presence of Cu2+ and Fe3+ for 1; Cu2+, Fe3+, Hg2+ and Pb2+ for 2 and with Cu2+ for 3, indicating strong complexation of these metal ions with the ionophore. The fluoroionophore 2 also exhibited strong interactions with the anions F-, H2PO4- and I-. A H-1 NMR study was carried out to get information about the binding site of the ions with the ionophores. Binding constants (K-s) and the composition of the complexes formed for all the three fluoroionophores with strongly interacting ions have been determined from emission titration data. The K-s values for the metal ions are in the range 3.19 x 10(2)-8.86 x 10(3) M-1 and for anions they are in the range 8.89 x 10(2)-5.33 x 10(3) M-1. The ion-selectivity and energy transfer involved in quenching process have been discussed. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.06.024
• 作为产物：
  描述：

  tert-butyl-1,4,16-trioxa-7,13-dithia-10-azacyclooctadecane-10-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以75%的产率得到1,4,7-trioxa-10,16-dithia-13-azacyclooctadecane
  参考文献：
  名称：

  Luminescent metalloreceptors with pendant macrocyclic ionophores with NS2O3 donor sites: Synthesis, characterization and ion-binding property

  摘要：

  Three new luminescent metalloreceptors have been synthesized, incorporating the Ru(II)-bipyridine moiety as a fluorogenic unit and a six membered macrocyclic moiety containing NS2O3 donor atoms as ionophores. The sulfur donor atoms have been incorporated to enhance the complexing ability of the ionophore towards heavy metal ions, although for comparison, an ionophore having NO5 donor sites has also been used. The ion-binding property of these fluoroionophores has been investigated with a large number of cations and anions, and the recognition event is monitored by fluorescence and NMR spectroscopy. The luminescence intensity is strongly quenched in the presence of Cu2+ and Fe3+ for 1; Cu2+, Fe3+, Hg2+ and Pb2+ for 2 and with Cu2+ for 3, indicating strong complexation of these metal ions with the ionophore. The fluoroionophore 2 also exhibited strong interactions with the anions F-, H2PO4- and I-. A H-1 NMR study was carried out to get information about the binding site of the ions with the ionophores. Binding constants (K-s) and the composition of the complexes formed for all the three fluoroionophores with strongly interacting ions have been determined from emission titration data. The K-s values for the metal ions are in the range 3.19 x 10(2)-8.86 x 10(3) M-1 and for anions they are in the range 8.89 x 10(2)-5.33 x 10(3) M-1. The ion-selectivity and energy transfer involved in quenching process have been discussed. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.06.024