5-(2-quinolinylmethyl)-2,8-dithia-5-aza-2,6-pyridinophane | 942266-23-1

• 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: 5-(2-quinolinylmethyl)-2,8-dithia-5-aza-2,6-pyridinophane
• 英文别名: 6-(Quinolin-2-ylmethyl)-3,9-dithia-6,15-diazabicyclo[9.3.1]pentadeca-1(15),11,13-triene
• CAS: 942266-23-1
• 化学式: C₂₁H₂₃N₃S₂
• 分子量: 381.566
• InChiKey: GMMLJRVBKFQPRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  79.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  zinc perchlorate 、 5-(2-quinolinylmethyl)-2,8-dithia-5-aza-2,6-pyridinophane 以 乙腈 为溶剂， 以54%的产率得到Zn(5-(2-quinolinylmethyl)-2,8-dithia-5-aza-2,6-pyridinophane)(H2O)(ClO4)2
  参考文献：
  名称：

  Tuning the Selectivity/Specificity of Fluorescent Metal Ion Sensors Based on N₂S₂ Pyridine-Containing Macrocyclic Ligands by Changing the Fluorogenic Subunit:  Spectrofluorimetric and Metal Ion Binding Studies

  摘要：

  Two new fluorescent chemosensors for metal ions have been synthesized and characterized, and their photophysical properties have been explored; they are the macrocycles 5-(2-quinolinylmethyl)-2,8-dithia-5-aza-2,6-pyridinophane (L-5)and 5-(5-chloro-8-hydroxyquinolinylmethyl)-2,8-dithia-5-aza-2,6-pyridinophane (L-6). Both systems have a pyridyl-thioether-containing 12-membered macrocycle as a binding site. The coordination properties of these two ligands toward Cu-II, Zn-II, Cd-II, Hg-II, and Pb-II have been studied in MeCN/H2O (1:1 v/v) and MeCN solutions and in the solid state. The stoichiometry of the species formed at 25 degrees C have been determined from absorption, fluorescence, and potentiometric titrations. The complexes [CuL5](ClO4)(2)center dot(1)/2MeCN, [ZnL5(H2O)](ClO4)(2), [HgL5(MeCN)](ClO4)(2), [PbL5(ClO4)(2)], [Cu-3(5-Cl-8-HDQH(-1))((LH-1)-H-6)(2)](ClO4)(3)center dot 7.5H(2)O (HDQ = hydroxyquinoline), and [Cu(L-6)(2)](BF4)(2)center dot 2MeNO(2) have also been characterized by X-ray crystallography. A specific CHEF-type response of L-5 and L-6 to the presence of Zn-II and Cd-II, respectively, has been observed at about pH 7.0 in MeCN/H2O (1:1 v/v) solutions.

  DOI：

  10.1021/ic070169e