6-bromo-4-dibenzofurancarboxylic acid | 145238-15-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 6-bromo-4-dibenzofurancarboxylic acid
• 英文别名: 6-Bromodibenzofuran-4-carboxylic acid；6-bromodibenzofuran-4-carboxylic acid
• CAS: 145238-15-9
• 化学式: C₁₃H₇BrO₃
• 分子量: 291.101
• InChiKey: GTJYTNLZTMKDCK-UHFFFAOYSA-N

物化性质

• 沸点：
  474.9±25.0 °C(Predicted)
• 密度：
  1.720±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-bromo-4-dibenzofurancarboxylic acid 在 四(三苯基膦)钯 、 硼烷 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 苯 为溶剂， 反应 36.0h， 生成 2',8'-bis(trimethylsilyl)<4,4':6',4"-terdibenzofuran>-6,6"-dimethanol
  参考文献：
  名称：

  Schwartz, Elaine Benaksas; Knobler, Carolyn B.; Cram, Donald J., Journal of the American Chemical Society, 1992, vol. 114, # 27, p. 10775 - 10784

  摘要：

  DOI：
• 作为产物：
  描述：

  二苯并呋喃 、 alkaline earth salt of/the/ methylsulfuric acid 在 四甲基乙二胺 、 溴 、 仲丁基锂 、 苯基锂 作用下， 反应 56.83h， 生成 6-bromo-4-dibenzofurancarboxylic acid
  参考文献：
  名称：

  Schwartz, Elaine Benaksas; Knobler, Carolyn B.; Cram, Donald J., Journal of the American Chemical Society, 1992, vol. 114, # 27, p. 10775 - 10784

  摘要：

  DOI：

文献信息

• General Synthesis of Retinoids and Arotinoids via Palladium-Catalyzed Cross-Coupling of Boronic Acids with Electrophiles
  作者：Alicia Torrado、Susana López、Rosana Alvarez、Angel R. de Lera

  DOI：10.1055/s-1995-3905

  日期：1995.3

  A novel approach to the synthesis of retinoids and arotinoids (including heterocyclic analogs) is described which is based on the thallium-accelerated palladium-catalyzed cross-coupling of boronic acids with a variety of electrophiles (the Suzuki reaction).

  本文介绍了一种制备类视黄醇和阿洛视黄醇（包括杂环类似物）的新方法，该方法基于铊促进的钯催化下硼酸与多种亲电试剂的交叉偶联合成反应（Suzuki反应）。
• Ligands with Two Different Binding Sites and O ₂ Reactivity of their Copper(I) Complexes
  作者：Sin Ting Li、Beatrice Braun‐Cula、Santina Hoof、Maximilian Dürr、Ivana Ivanović‐Burmazović、Christian Limberg

  DOI：10.1002/ejic.201600420

  日期：2016.9

  The synthesis of two new unsymmetric dinucleating ligand systems, L1, combining a bidentate binding site with a tridentate binding site linked through a dibenzofuran spacer, and L2, with two tridentate binding sites bridged by an ethylene spacer, is reported. The ligands L1 and L2 were used for the preparation of the dicopper(I) complexes [Cu2(L1)(NCCH3)3](X)2, [Cu2(L1)Cl2]}n and [Cu2(L2)(NCCH3)2](Y)2

  据报道，合成了两个新的不对称双核配体系统，L1，结合了一个双齿结合位点和一个通过二苯并呋喃间隔基连接的三齿结合位点，L2合成了两个通过乙烯间隔基桥接的三齿结合位点。配体L1和L2用于制备双铜（I）配合物[Cu 2（L1）（NCCH 3）3 ]（X）2，[Cu 2（L1）Cl 2 ]} n和[Cu 2（L2）（NCCH 3）2 ]（Y）2（X = PF 6，BF 4，OTf; Y = ClO 4，PF 6，BF 4），其中两个各自的铜离子具有两个不同的配位环境。所有络合物均与O 2反应，但在L1系列中，无法通过UV / Vis光谱法鉴定出主要的O 2加合物。[Cu 2（L2）（NCCH 3）2 ]（Y）2络合物与纯氧的反应导致形成O 2加合物，该加合物被证明相当不稳定。
• Proton-Coupled O−O Activation on a Redox Platform Bearing a Hydrogen-Bonding Scaffold
  作者：Christopher J. Chang、Leng Leng Chng、Daniel G. Nocera

  DOI：10.1021/ja028548o

  日期：2003.2.19

  Porphyrin architectures bearing a hydrogen-bonding scaffold have been synthesized. The H-bond pendant allows proton-coupled electron transfer (PCET) to be utilized as a vehicle for effecting catalytic O-O bond activation chemistry. Suzuki cross-coupling reactions provide a modular synthetic strategy for the attachment of porphyrins to a rigid xanthene or dibenzofuran pillar bearing the H-bond pendant. The resulting HPX (hanging porphyrin xanthene) and HPD (hanging porphyrin dibenzofuran) systems permit both the orientation and acid-base properties of the hanging H-bonding group to be controlled. Comparative reactivity studies for the catalase-like disproportionation of hydrogen peroxide and the epoxidation of olefins by the HPX and HPD platforms with acid and ester hanging groups reveal that the introduction of a proton-transfer network, properly oriented to a redox-active platform, can orchestrate catalytic O-O bond activation. For the catalase and epoxidation reaction types, a marked reactivity enhancement is observed for the xanthene-bridged platform appended with a pendant carboxylic acid group, establishing that this approach can yield superior catalysts to analogues that do not control both proton and electron inventories.