9-(4-chlorophenyl)anthracene | 23674-16-0

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 9-(4-chlorophenyl)anthracene
• 英文别名: 9-<4-Chlor-phenyl>-anthracen
• CAS: 23674-16-0
• 化学式: C₂₀H₁₃Cl
• 分子量: 288.776
• InChiKey: CFXPULIDVPRZGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  9-(4-chlorophenyl)anthracene 在 正丁基锂 、 2,6-二叔丁基吡啶 、 三溴甲烷 、 重水 作用下， 以 乙腈 为溶剂， 生成 9-(4-Chlorophenyl)anthracene-10-d
  参考文献：
  名称：

  Aryl Proton Transfer Reactions of 9-Arylanthracene and 9-Substituted Anthracene Radical Cations with 2,6-Di-tert-butylpyridine

  摘要：

  Radical cations of anthracenes with substituents at the O-position (Br, CN, or NO2) or those of 9-arylanthracenes were observed to undergo proton transfer reactions with 2,6-di-tert-butylpyridine (TBP) to generate the corresponding anthracenyl radical. Under the same conditions 2,6-dimethylpyridine (LUT) undergoes combination reactions with the radical cations, and the proton transfer reactions could not be detected. The characteristic features of the reactions producing the anthracenyl radicals are as follows: (a) primary deuterium kinetic isotope effects are observed on substitution of the 10-H with 10-D, (b) the apparent Arrhenius activation energies vary from -2 to -11 kcal/mol, and (c) 10-Br-substituted anthracenes are formed during bromine atom abstraction from bromoform by the free radicals. The intermediate bromo derivatives are further oxidized under the reaction conditions. A two-step mechanism involving a reversible pi-complex formation followed by rate-determining proton transfer is proposed. The results of the reactions with TBP are compared to those obtained from the corresponding reactions of the radical cations with LUT.

  DOI：

  10.1021/jo00101a015
• 作为产物：
  描述：

  2-苄基-4'-氯二苯甲酮 在 二氧化硫 、 phosphorus pentoxide 作用下， 生成 9-(4-chlorophenyl)anthracene
  参考文献：
  名称：

  Notes - Cyclodehydrations in Liquid Sulfur Dioxide

  摘要：

  DOI：

  10.1021/jo01352a603

文献信息

• Reactions of cupric halides with organic compounds—III
  作者：D. Mosnaim、D.C. Nonhebel、J.A. Russell

  DOI：10.1016/s0040-4020(01)82883-0

  日期：1969.1

  9-Alkyl and 9-arylanthracenes have been shown to undergo halogenation with cupric halides to give good yields of their 10-halogenated derivatives. Electron-donating groups in 9-arylanthracenes were shown to increase the rate of reaction. The results are interpreted in terms of a ligand-transfer mechanism.

  已显示9-烷基和9-芳基蒽通过卤化铜进行卤化以使其10-卤代衍生物具有良好的产率。显示9-芳基蒽中的给电子基团可增加反应速率。结果是根据配体转移机理来解释的。
• Ligand-enabled and magnesium-activated hydrogenation with earth-abundant cobalt catalysts
  作者：Bo Han、Miaomiao Zhang、Hongmei Jiao、Haojie Ma、Jijiang Wang、Yuqi Zhang

  DOI：10.1039/d1ra07266h

  日期：——

  Pd, Ir, Ru, and Rh with inexpensive earth-abundant metals like cobalt (Co) is attracting wider research interest in catalysis. Cobalt catalysts are now undergoing a renaissance in hydrogenation reactions. Herein, we describe a hydrogenation method for polycyclic aromatic hydrocarbons (PAHs) and olefins with a magnesium-activated earth-abundant Co catalyst. When diketimine was used as a ligand, simple

  用廉价的地球丰富的金属如钴 (Co) 代替昂贵的贵金属如 Pt、Pd、Ir、Ru 和 Rh，正在吸引更广泛的催化研究兴趣。钴催化剂现在正经历加氢反应的复兴。在此，我们描述了一种使用镁活化的富含地球的 Co 催化剂对多环芳烃 (PAHs) 和烯烃进行加氢的方法。当二酮亚胺用作配体时，CoBr 2的简单且廉价的金属盐与镁结合在温和条件下对具有挑战性的多环芳烃进行位点选择性加氢显示出高催化活性。共催化氢化能够减少多环芳烃的两侧芳烃。多种多环芳烃可以以位点选择性方式进行氢化，这为制备部分还原的多环烃基序提供了一种经济、清洁和选择性的策略，而这些多环烃基序很难通过常规方法制备。还证明了使用定义明确的二酮亚胺配体 Co 配合物作为多环芳烃和烯烃选择性加氢的预催化剂。
• When Anthracene and Quinone Avoid Cycloaddition: Acid-Catalyzed Redox Neutral Functionalization of Anthracene to Aryl Ethers
  作者：Nan Ding、Zhi Li

  DOI：10.1021/acs.orglett.0c01315

  日期：2020.6.5

  under acid catalysis. Instead, 9-anthracenyl aryl ethers are obtained as unexpected products. Mechanistic studies indicate that the reaction likely undergoes an ionic mechanism between protonated anthracene species and nucleophilic oxygen of 1,4-benzoquinone or 1,4-hydroquinone. A variety of 9-anthracenyl aryl ethers are constructed with this method. Produced anthracenyl aryl ethers are potential scaffolds

  在酸催化下，苯醌和9-苯基蒽几乎没有发生预期的环加成反应。取而代之的是，获得了9-蒽基芳基醚，这是出乎意料的产物。机理研究表明，该反应可能在质子化的蒽类物质与1,4-苯醌或1,4-氢醌的亲核氧之间发生离子机理。用这种方法可以构建多种9-蒽基芳基醚。产生的蒽基芳基醚是新型荧光分子的潜在支架。
• Novel aromatic compound and organic electroluminescent element containing the same
  申请人：Ikeda Hidetsugu

  公开号：US20050214565A1

  公开（公告）日：2005-09-29

  A novel aromatic compound having an anthracene skeleton structure and an asymmetric molecular structure; and an organic electroluminescence device which comprises a cathode, an anode and an organic thin film layer comprising at least one layer containing a light emitting layer and sandwiched between the cathode and the anode in which at least one layer in the organic thin film layer contains the above novel aromatic compound singly or as a component of a mixture. The organic electroluminescence device exhibits a great luminance of emitted light, a great efficiency of light emission and a high purity of color, emits bluish light, is excellent in stability at high temperatures and has a long life. The organic electroluminescence device can be provided by utilizing the novel aromatic compound.

  一种具有蒽骨架结构和不对称分子结构的新型芳香化合物；以及一种有阴极、阳极和有机薄膜层的有机电致发光装置，该有机薄膜层至少包含一个包含发光层的层，并夹在阴极和阳极之间，其中有机薄膜层中的至少一层单独或作为混合物成分包含上述新型芳香化合物。该有机电致发光装置显示出发射光的大亮度、高效率的发光和高纯度的颜色，发出蓝色光，高温稳定性优异且寿命长。可以利用该新型芳香化合物提供有机电致发光装置。
• NOVEL AROMATIC COMPOUND AND ORGANIC ELECTROLUMINESCNET ELEMENT CONTAINING THE SAME
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：EP1496041A1

  公开（公告）日：2005-01-12

  A novel aromatic compound having an anthracene skeleton structure and an asymmetric molecular structure; and an organic electroluminescence device which comprises a cathode, an anode and an organic thin film layer comprising at least one layer containing a light emitting layer and sandwiched between the cathode and the anode in which at least one layer in the organic thin film layer contains the above novel aromatic compound singly or as a component of a mixture. The organic electroluminescence device exhibits a great luminance of emitted light, a great efficiency of light emission and a high purity of color, emits bluish light, is excellent in stability at high temperatures and has a long life. The organic electroluminescence device can be provided by utilizing the novel aromatic compound.

  一种具有蒽骨架结构和不对称分子结构的新型芳香族化合物；以及一种有机电致发光器件，该器件包括一个阴极、一个阳极和一个有机薄膜层，该有机薄膜层至少包含一层发光层并夹在阴极和阳极之间，其中有机薄膜层中至少有一层单独含有上述新型芳香族化合物或作为混合物的组分。这种有机电致发光器件的发光亮度高、发光效率高、颜色纯度高，能发出蓝光，在高温下稳定性好，使用寿命长。利用新型芳香族化合物可以提供有机电致发光器件。