4-(2,3-dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-pyridine | 691359-49-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(2,3-dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-pyridine
• 英文别名: 4-Py-EDOT；4-(2,3-Dihydrothieno[3,4-b][1,4]dioxin-5-yl)pyridine
• CAS: 691359-49-6
• 化学式: C₁₁H₉NO₂S
• 分子量: 219.264
• InChiKey: OQTHWETUNAJOCE-UHFFFAOYSA-N

物化性质

• 熔点：
  129.7-130.4 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• 沸点：
  362.7±42.0 °C(Predicted)
• 密度：
  1.318±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  59.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  五羰基氯铼(I) 、 4-(2,3-dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-pyridine 以 四氢呋喃 、 甲苯 为溶剂， 以90%的产率得到fac-tricarbonylchlorobis(4-(2,3-dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-pyridine)rhenium(I)
  参考文献：
  名称：

  New emissive fac-tricarbonylchlorobis(ligand)rhenium(I) complexes prepared from pyridine/thiophene hybrid ligands

  摘要：

  Stille coupling between tributyl-(2,3-dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-stannane and 4-bromopyridine resulted in the preparation of the new pyridine/thiophene hybrid ligand 4-(2,3-dihydro-thielio[3,4-b][1,4]dioxin-5-yl)-pyridine [4-py-EDOT] (1). Reaction of 1, 4-thiophen-2-yl-pyridine (2), or 4-[2,2']bithiophenyl-5-yl-pyridine (3) with ClRe(CO)(5) resulted in the isolation of complexes 4-6, ClRe(L)(2)(CO)(3), where L = 1, 2, or 3 respectively. The solid-state structure of 4 was determined by X-ray crystallography, which clearly shows the fac arrangement of the three CO ligands and the two 4-py-EDOT ligands arranged cis to one another. The metal complexes 4-6 have been characterized by H-1 and C-13 NMR, ESI or FAB MS, FTIR, UV-Vis, fluorescence, and elemental analysis. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2004.01.008
• 作为产物：
  描述：

  4-溴吡啶 、 三丁基(2,3-二氢噻吩并[3,4-b]-[1,4]二恶英-5-基)锡烷 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以35%的产率得到4-(2,3-dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-pyridine
  参考文献：
  名称：

  New emissive fac-tricarbonylchlorobis(ligand)rhenium(I) complexes prepared from pyridine/thiophene hybrid ligands

  摘要：

  Stille coupling between tributyl-(2,3-dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-stannane and 4-bromopyridine resulted in the preparation of the new pyridine/thiophene hybrid ligand 4-(2,3-dihydro-thielio[3,4-b][1,4]dioxin-5-yl)-pyridine [4-py-EDOT] (1). Reaction of 1, 4-thiophen-2-yl-pyridine (2), or 4-[2,2']bithiophenyl-5-yl-pyridine (3) with ClRe(CO)(5) resulted in the isolation of complexes 4-6, ClRe(L)(2)(CO)(3), where L = 1, 2, or 3 respectively. The solid-state structure of 4 was determined by X-ray crystallography, which clearly shows the fac arrangement of the three CO ligands and the two 4-py-EDOT ligands arranged cis to one another. The metal complexes 4-6 have been characterized by H-1 and C-13 NMR, ESI or FAB MS, FTIR, UV-Vis, fluorescence, and elemental analysis. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2004.01.008

文献信息

• Engineered Metallacycle‐Based Supramolecular Photosensitizers for Effective Photodynamic Therapy
  作者：Le Tu、Chonglu Li、Xiaoxing Xiong、Ji Hyeon Kim、Qian Li、Longcan Mei、Junrong Li、Shuang Liu、Jong Seung Kim、Yao Sun

  DOI：10.1002/anie.202301560

  日期：2023.4.3

  series of high-performance photosensitizers (PSs) was designed and synthesized using a molecular engineering approach for building blocks of RuII metallacycles. Subsequently, the photosensitizer with the highest reactive oxygen species (ROS) generation efficiency, biocompatibility, and phototoxicity index (PI), RuD, was selected for safe and effective photodynamic therapy in vitro and in vivo.

  使用分子工程方法设计和合成了一系列高性能光敏剂 (PS)，用于构建 Ru II金属环化合物。随后，选择具有最高活性氧 (ROS) 生成效率、生物相容性和光毒性指数 (PI) 的光敏剂RuD进行体外和体内安全有效的光动力治疗。
• Electrochromic Polymer Films Containing Re(I) and Pt(II) Metal Centers
  作者：Joshua R. Farrell、David P. Lavoie、Ryan T. Pennell、Anıl Çetin、Janet L. Shaw、Christopher J. Ziegler

  DOI：10.1021/ic700635h

  日期：2007.8.1

  Three Re(I) complexes (3, 5, and 7) (Re(CO)(3)CI(L)(2)) and three new Pt(II) complexes (4, 6, and 8) ([Pt(P(Et)(3))(2)(L)(2)](OTf)(2)), where L = pyridine, 1 (4-Py-EDOT) or 2 (4-Py-bithiophene), were prepared and characterized. The solid-state structures of 4 and 5 were determined by X-ray crystallography. Electrochromic polymeric films of 2, 5, and 6 were prepared and characterized.