acenaphtho[5,6-cd][1,2]dithiole-5,6-dione | 1385826-06-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: acenaphtho[5,6-cd][1,2]dithiole-5,6-dione
• CAS: 1385826-06-1
• 化学式: C₁₂H₄O₂S₂
• 分子量: 244.295
• InChiKey: STUIBBPYLAHIBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  16.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,6-二异丙基苯胺 、 acenaphtho[5,6-cd][1,2]dithiole-5,6-dione 在 溶剂黄146 作用下， 反应 5.0h， 生成 8-N,9-N-bis[2,6-di(propan-2-yl)phenyl]-2,3-dithiatetracyclo[5.5.2.04,13.010,14]tetradeca-1(13),4,6,10(14),11-pentaene-8,9-diimine
  参考文献：
  名称：

  Design, synthesis and characterization of a modular bridging ligand platform for bio-inspired hydrogen production

  摘要：

  Synthesis and characterization of a novel type of ambident bridging ligands joining together the functional prerequisites for visible-light absorption, photoinduced electron transfer and catalytic proton reduction is presented. This class of compounds consists of a chromophoric 1,2-diimine-based pi-acceptor site and a rigid polyaromatic dithiolate chelator. Due to the presence of a common conjugated linker moiety with an intrinsic two-electron redox reactivity and a suitable orbital coupling of the subunits, a favourable situation for vectorial multielectron transfer from attached electron donors to a catalytic acceptor site is provided. As an example for the application of this kind of bifunctional ligand systems, a [FeFe]-hydrogenase enzyme model compound is prepared and structurally characterized. Electrocatalytic hydrogen formation with this complex is demonstrated. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2012.04.034
• 作为产物：
  描述：

  苊醌 在 sodium disulfide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 acenaphtho[5,6-cd][1,2]dithiole-5,6-dione
  参考文献：
  名称：

  Design, synthesis and characterization of a modular bridging ligand platform for bio-inspired hydrogen production

  摘要：

  Synthesis and characterization of a novel type of ambident bridging ligands joining together the functional prerequisites for visible-light absorption, photoinduced electron transfer and catalytic proton reduction is presented. This class of compounds consists of a chromophoric 1,2-diimine-based pi-acceptor site and a rigid polyaromatic dithiolate chelator. Due to the presence of a common conjugated linker moiety with an intrinsic two-electron redox reactivity and a suitable orbital coupling of the subunits, a favourable situation for vectorial multielectron transfer from attached electron donors to a catalytic acceptor site is provided. As an example for the application of this kind of bifunctional ligand systems, a [FeFe]-hydrogenase enzyme model compound is prepared and structurally characterized. Electrocatalytic hydrogen formation with this complex is demonstrated. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2012.04.034