1,4,7,13-tetramethyl-10,16-bis(2-thiophenylmethyl)-1,4,7,10,13,16-hexaazacyclooctadecane | 286388-53-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,4,7,13-tetramethyl-10,16-bis(2-thiophenylmethyl)-1,4,7,10,13,16-hexaazacyclooctadecane
• 英文别名: 1,4,7,13-tetramethyl-10,16-bis(o-thiophenylmethyl)-1,4,7,10,13,16-hexaazacyclooctadecane；1,4,7,13-Tetramethyl-10,16-bis(thiophen-2-ylmethyl)-1,4,7,10,13,16-hexazacyclooctadecane；1,4,7,13-tetramethyl-10,16-bis(thiophen-2-ylmethyl)-1,4,7,10,13,16-hexazacyclooctadecane
• CAS: 286388-53-2
• 化学式: C₂₆H₄₆N₆S₂
• 分子量: 506.823
• InChiKey: PQAFIZDMZWYIHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  75.9
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  zinc(II) nitrate 、 1,4,7,13-tetramethyl-10,16-bis(2-thiophenylmethyl)-1,4,7,10,13,16-hexaazacyclooctadecane 以 水 为溶剂， 以83%的产率得到(1,4,7,13-tetramethyl-10,16-bis(2-thiophenylmethyl)-1,4,7,10,13,16-hexaazacyclooctadecane)zinc(II) dinitrate complex
  参考文献：
  名称：

  Coordination properties of a new hexaazamacrocycle containing thiophene units as pendant arms

  摘要：

  The synthesis of the macrocyclic ligand 1,4,7,13-tetramethyl-10,16-bis(o-thiophenylmethyl)-1,4,7,10,13,16-hexaazacyclooactade- cane (L2) is reported. This compound presents a hexaaza macrocyclic backbone bearing two thiophenylmethyl side arms. Ligand protonation and Cu(II), Zn(II), Cd(II) and Pb(II) coordination were studied by means of potentiometric measurements. In the metal complexes all nitrogens seem to be involved in metal coordination, while the sulfur atoms of the heteroaromatic subunits do not participate in metal binding, as confirmed by the crystal structure of [PbL2Cl]. BPh4. In the [PbL2Cl](+) cation the metal is enveloped by the macrocyclic ligand, coordinated by the six nitrogens and a chloride anion with a distorted monocapped trigonal prismatic geometry. Although L2 forms complexes of lower stability with respect to other N-functionalized hexaaza-macrocycles, this ligand displays selective coordination of the larger Cd(II) and Pb(II) over Zn(II). All the metal complexes under investigation are readily extractable from aqueous solutions to organic solvents. Therefore, L2 is a promising selective extracting agent for metal cations. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0020-1693(99)00563-0

文献信息

• Coordination properties of a new hexaazamacrocycle containing thiophene units as pendant arms
  作者：Carla Bazzicalupi、Andrea Bencini、Antonio Bianchi、Valentina Fedi、Claudia Giorgi、Piero Paoletti、Lorenzo Tei、Barbara Valtancoli

  DOI：10.1016/s0020-1693(99)00563-0

  日期：2000.4

  The synthesis of the macrocyclic ligand 1,4,7,13-tetramethyl-10,16-bis(o-thiophenylmethyl)-1,4,7,10,13,16-hexaazacyclooactade- cane (L2) is reported. This compound presents a hexaaza macrocyclic backbone bearing two thiophenylmethyl side arms. Ligand protonation and Cu(II), Zn(II), Cd(II) and Pb(II) coordination were studied by means of potentiometric measurements. In the metal complexes all nitrogens seem to be involved in metal coordination, while the sulfur atoms of the heteroaromatic subunits do not participate in metal binding, as confirmed by the crystal structure of [PbL2Cl]. BPh4. In the [PbL2Cl](+) cation the metal is enveloped by the macrocyclic ligand, coordinated by the six nitrogens and a chloride anion with a distorted monocapped trigonal prismatic geometry. Although L2 forms complexes of lower stability with respect to other N-functionalized hexaaza-macrocycles, this ligand displays selective coordination of the larger Cd(II) and Pb(II) over Zn(II). All the metal complexes under investigation are readily extractable from aqueous solutions to organic solvents. Therefore, L2 is a promising selective extracting agent for metal cations. (C) 2000 Elsevier Science S.A. All rights reserved.