2-(2-thiolphenyliminomethyl)-4H-chromen-4-one | 1532532-69-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-(2-thiolphenyliminomethyl)-4H-chromen-4-one
• 英文别名: 3-{(Z)-[(2-sulfanylphenyl)imino]methyl}-4H-chromen-4-one
• CAS: 1532532-69-6
• 化学式: C₁₆H₁₁NO₂S
• 分子量: 281.335
• InChiKey: RQLUCVKJUKGIJO-MFOYZWKCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42.57
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  五羰基氯铼(I) 、 2-(2-thiolphenyliminomethyl)-4H-chromen-4-one 以 甲苯 为溶剂， 反应 4.0h， 生成 fac-[Re(CO)₃(2-benzothiazole-4H-chromen-4-one)Cl]
  参考文献：
  名称：

  Coordination behavior of chromone Schiff bases towards the [Re^VO]³⁺ and [Re^I(CO)₃]⁺ cores

  摘要：

  Herein, we describe the coordination behavior of chromone Schiff bases towards [(ReO)-O-V](3+) and [Re-I(CO)(3)](+). The reaction between 2-(2-thiolphenyliminomethyl)-4H-chromen-4-one (Htch) and [Re(CO)(5)Cl] led to fac-[Re(CO)(3)(bsch)Cl] (1) (bsch = 2-benzothiazole-4H-chromen-4-one). The square pyramidal [ReO(Hns)] (2) {H(2)ns=bis-[(2-phenylthiolate)iminomethyl]-methyl-1-(2-hydroxyphenyl)prop-2-en-1-one} and octahedral [ReO(OCH3)(PPh3)(Huch)] (3) complexes were isolated from reactions of trans-[(ReOBr3)-O-V(PPh3)(2)] with Htch and H(3)uch [(5Z)-5-((4-hydroxy-2-methoxy-2H-chromen-3-yl)methyleneamino)-6-amino-1,3-dimethylpyrimidine-2,4(1H, 3H)-dione], respectively. The chromone Schiff bases and their metal complexes were fully characterized via NMR-, IR- and UV-Vis spectroscopy, single crystal XRD analysis and conductivity measurements. In addition, DFT studies were conducted to compare selected optimized and experimental parameters of the complexes.

  DOI：

  10.1080/00958972.2013.867028
• 作为产物：
  描述：

  色酮-3-甲醛 、 2-氨基苯硫醇 以 甲醇 为溶剂， 反应 3.0h， 以63%的产率得到2-(2-thiolphenyliminomethyl)-4H-chromen-4-one
  参考文献：
  名称：

  Coordination behavior of chromone Schiff bases towards the [Re^VO]³⁺ and [Re^I(CO)₃]⁺ cores

  摘要：

  Herein, we describe the coordination behavior of chromone Schiff bases towards [(ReO)-O-V](3+) and [Re-I(CO)(3)](+). The reaction between 2-(2-thiolphenyliminomethyl)-4H-chromen-4-one (Htch) and [Re(CO)(5)Cl] led to fac-[Re(CO)(3)(bsch)Cl] (1) (bsch = 2-benzothiazole-4H-chromen-4-one). The square pyramidal [ReO(Hns)] (2) {H(2)ns=bis-[(2-phenylthiolate)iminomethyl]-methyl-1-(2-hydroxyphenyl)prop-2-en-1-one} and octahedral [ReO(OCH3)(PPh3)(Huch)] (3) complexes were isolated from reactions of trans-[(ReOBr3)-O-V(PPh3)(2)] with Htch and H(3)uch [(5Z)-5-((4-hydroxy-2-methoxy-2H-chromen-3-yl)methyleneamino)-6-amino-1,3-dimethylpyrimidine-2,4(1H, 3H)-dione], respectively. The chromone Schiff bases and their metal complexes were fully characterized via NMR-, IR- and UV-Vis spectroscopy, single crystal XRD analysis and conductivity measurements. In addition, DFT studies were conducted to compare selected optimized and experimental parameters of the complexes.

  DOI：

  10.1080/00958972.2013.867028