1,4-bis(8-thioquinolyl)butane | 114625-84-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1,4-bis(8-thioquinolyl)butane
• 英文别名: 8-(4-Quinolin-8-ylsulfanylbutylsulfanyl)quinoline；8-(4-quinolin-8-ylsulfanylbutylsulfanyl)quinoline
• CAS: 114625-84-2
• 化学式: C₂₂H₂₀N₂S₂
• 分子量: 376.546
• InChiKey: FXCBXKUDPBBULK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  76.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4-bis(8-thioquinolyl)butane 、 silver perchlorate 以 氯仿 、 乙腈 为溶剂， 以55%的产率得到([Ag(C4TQ)](ClO4))n
  参考文献：
  名称：

  Multidimensional Frameworks Assembled from Silver(I) Coordination Polymers Containing Flexible Bis(thioquinolyl) Ligands:  Role of the Intra- and Intermolecular Aromatic Stacking Interactions

  摘要：

  The two flexible multidentate ligands 1,3-bis(8-thioquinolyl)propane (C3TQ) and 1,4-bis(8-thioquinolyl) butane (C4TQ) were reacted with AgX (X = CF3SO3- or ClO4-) to give four new complexes: {[Ag(C3TQ)](ClO4)}(n) 1, {[Ag(C3TQ)](CF3SO3)}(n) 2, {[Ag-2(C4TQ)(CF3SO3)(CH3CN)](CF3SO3)}(n) 3, and {[Ag(C4TQ)](ClO4)}(n) 4. All complexes have been characterized by elemental analysis, IR, and H-1 NMR spectroscopy. Single-crystal X-ray analysis showed that chain structures form for all complexes in which the quinoline rings interact via various intra- (1) or intermolecular (2, 3, and 4) pi-pi aromatic stacking interactions, which in the latter cases results in multidimensional structures. Additional weak interactions, such as (AgO)-O-... and (AgS)-S-... contacts and C-H... 0 hydrogen bonding, are also present and help form stable, crystalline materials. It was found that the (CH2)(n) spacers (n = 3 or 4) affect the orientation of the two terminal quinolyl rings, thereby significantly influencing the specific framework structure that forms. If the same ligand is used, on the other hand, then the different counteranions have the greatest effect on the final structure.

  DOI：

  10.1021/ic0341035
• 作为产物：
  描述：

  1,4-二溴丁烷 、 8-巯基喹啉钾盐 生成 1,4-bis(8-thioquinolyl)butane
  参考文献：
  名称：

  Yatsimirskii, K. B.; Pavlishchuk, V. V.; Strizhak, P. E., Journal of general chemistry of the USSR, 1989, vol. 59, p. 1303 - 1307

  摘要：

  DOI：

文献信息

• Yatsimirskii, K. B.; Pavlishchuk, V. V.; Strizhak, P. E., Journal of general chemistry of the USSR, 1989, vol. 59, p. 1303 - 1307
  作者：Yatsimirskii, K. B.、Pavlishchuk, V. V.、Strizhak, P. E.

  DOI：——

  日期：——
• Multidimensional Frameworks Assembled from Silver(I) Coordination Polymers Containing Flexible Bis(thioquinolyl) Ligands:  Role of the Intra- and Intermolecular Aromatic Stacking Interactions
  作者：Chun-Long Chen、Cheng-Yong Su、Yue-Peng Cai、Hua-Xin Zhang、An-Wu Xu、Bei-Sheng Kang、Hans-Conrad zur Loye

  DOI：10.1021/ic0341035

  日期：2003.6.1

  The two flexible multidentate ligands 1,3-bis(8-thioquinolyl)propane (C3TQ) and 1,4-bis(8-thioquinolyl) butane (C4TQ) were reacted with AgX (X = CF3SO3- or ClO4-) to give four new complexes: [Ag(C3TQ)](ClO4)}(n) 1, [Ag(C3TQ)](CF3SO3)}(n) 2, [Ag-2(C4TQ)(CF3SO3)(CH3CN)](CF3SO3)}(n) 3, and [Ag(C4TQ)](ClO4)}(n) 4. All complexes have been characterized by elemental analysis, IR, and H-1 NMR spectroscopy. Single-crystal X-ray analysis showed that chain structures form for all complexes in which the quinoline rings interact via various intra- (1) or intermolecular (2, 3, and 4) pi-pi aromatic stacking interactions, which in the latter cases results in multidimensional structures. Additional weak interactions, such as (AgO)-O-... and (AgS)-S-... contacts and C-H... 0 hydrogen bonding, are also present and help form stable, crystalline materials. It was found that the (CH2)(n) spacers (n = 3 or 4) affect the orientation of the two terminal quinolyl rings, thereby significantly influencing the specific framework structure that forms. If the same ligand is used, on the other hand, then the different counteranions have the greatest effect on the final structure.