9-(4-chlorophenyl)-10-phenylphenanthrene

• 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)-10-phenylphenanthrene
• 英文别名: 9-(4-Chlorophenyl)-10-phenylphenanthrene
• 化学式: C₂₆H₁₇Cl
• 分子量: 364.874
• InChiKey: FOXYFUCUUZTTBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• 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)-10-phenylphenanthrene 在 二(三叔丁基膦)钯 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 5.0h， 生成 N-(4-phenanthren-9-ylphenyl)-9-phenyl-N-[4-(10-phenylphenanthren-9-yl)phenyl]carbazol-3-amine
  参考文献：
  名称：

  ORGANIC LIGHT EMITTING DEVICE

  摘要：

  Provided is an organic light emitting device comprising a light emitting layer comprising a compound of Chemical Formula 1 and a compound of Chemical Formula 2: wherein: Ar 1 , Ar 2 , Ar 4 and Ar 5 are each independently a substituted or unsubstituted C 6-60 aryl or C 2-60 heteroaryl containing N, O or S; Ar 3 is hydrogen, or a substituted or unsubstituted C 6-60 aryl or C 2-60 heteroaryl containing N, O or S; L 1 to L 3 are each independently a single bond or a substituted or unsubstituted C 6-60 arylene; L 4 to L 6 are each independently a single bond or a substituted or unsubstituted C 6-60 arylene or C 2-60 heteroarylene containing N, O or S; L 7 is a substituted or unsubstituted C 6-60 arylene; R 1 is hydrogen, deuterium, or a substituted or unsubstituted C 6-60 aryl or C 2-60 heteroaryl containing one or of N, O and S; a is 0 to 7.

  公开号：

  US20230086039A1
• 作为产物：
  描述：

  苯乙炔 在 copper(l) iodide 、 二氯双(三邻甲苯膦)合钯(II) 、 iron(III)-acetylacetonate 、 1,2-二氯-2-甲基丙烷 、 三乙胺 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.0h， 生成 9-(4-chlorophenyl)-10-phenylphenanthrene
  参考文献：
  名称：

  炔与联芳基或 2-烯基苯基格氏试剂之间的铁催化 [4 + 2] 苯并环化合成菲

  摘要：

  在 Fe(acac)(3), 4,4'-二叔丁基存在下，内部或末端炔烃与 2-联芳基、2-杂芳基苯基或 2-烯基苯基格氏试剂的 [4+2] 苯环化反应-2,2'-联吡啶和 1,2-二氯-2-甲基丙烷在室温下发生 1 小时，以中等至极好的收率得到 9-取代或 9,10-二取代的菲和同系物。该反应耐受敏感的官能团，如溴化物和烯烃。当应用于 1,3-二炔时，环化反应发生在两个炔基部分上，得到双菲衍生物。

  DOI：

  10.1021/ja201931e

文献信息

• Phenanthrene Synthesis by Iron-Catalyzed [4 + 2] Benzannulation between Alkyne and Biaryl or 2-Alkenylphenyl Grignard Reagent
  作者：Arimasa Matsumoto、Laurean Ilies、Eiichi Nakamura

  DOI：10.1021/ja201931e

  日期：2011.5.4

  benzannulation reaction of internal or terminal alkynes with 2-biaryl, 2-heteroarylphenyl, or 2-alkenylphenyl Grignard reagents in the presence of Fe(acac)(3), 4,4'-di-tert-butyl-2,2'-bipyridyl, and 1,2-dichloro-2-methylpropane takes place at room temperature in 1 h to give 9-substituted or 9,10-disubstituted phenanthrenes and congeners in moderate to excellent yields. The reaction tolerates sensitive

  在 Fe(acac)(3), 4,4'-二叔丁基存在下，内部或末端炔烃与 2-联芳基、2-杂芳基苯基或 2-烯基苯基格氏试剂的 [4+2] 苯环化反应-2,2'-联吡啶和 1,2-二氯-2-甲基丙烷在室温下发生 1 小时，以中等至极好的收率得到 9-取代或 9,10-二取代的菲和同系物。该反应耐受敏感的官能团，如溴化物和烯烃。当应用于 1,3-二炔时，环化反应发生在两个炔基部分上，得到双菲衍生物。
• One‐Step Annulative π‐Extension of Alkynes with Dibenzosiloles or Dibenzogermoles by Palladium/ <i>o</i> ‐chloranil Catalysis
  作者：Kyohei Ozaki、Keiichiro Murai、Wataru Matsuoka、Katsuaki Kawasumi、Hideto Ito、Kenichiro Itami

  DOI：10.1002/anie.201610374

  日期：2017.1.24

  report an efficient one‐step annulative π‐extension reaction of alkynes that provides access to diarylphenanthrenes and related nanographene precursors. In the presence of a cationic palladium/o‐chloranil catalyst system and dibenzosiloles or dibenzogermoles as π‐extending agents, a variety of diarylacetylenes are transformed successfully into 9,10‐diarylphenanthrenes in a single step with good functional‐group

  在材料科学中，可靠而短的合成多环芳烃和纳米石墨烯的合成路线很重要。在本文中，我们报告了炔烃的高效一步式环扩反应，可接触二芳基菲和相关的纳米石墨烯前体。在阳离子钯/ o存在下氯苯胺催化剂体系和二苯甲酚或二苯并germoles作为π扩展剂，各种二芳基乙炔可在一个步骤中成功转化为具有良好官能团耐受性的9,10-二芳基菲。此外，还证明了1,4-双（苯基乙炔基）苯与二苯基-1,3-丁二炔的π延伸反应，提供了低聚亚芳基产物，这些产物在合成较大的多环芳烃和纳米石墨烯方面具有潜力。
• Palladium-Catalyzed Decarbonylative Annulation of 2-Arylbenzoic Acids with Internal Alkynes toward Phenanthrenes
  作者：Qi Dang、Jiani Chen、Tianbao Li、Long Liu、Tianzeng Huang、Chunya Li、Tieqiao Chen

  DOI：10.1021/acs.joc.3c01077

  日期：2023.9.1

  A palladium-catalyzed decarbonylative annulation of 2-arylbenzoic acids with internal alkynes via C(sp2)–H activation has been developed. A series of phenanthrenes were produced in moderate to good yield with good functional group tolerance. The mechanism study indicated that the C(sp2)–H activation should be the rate-determining step during the reaction.

  已经开发出一种钯催化的 2-芳基苯甲酸与内部炔烃通过 C(sp 2 )–H 活化的脱羰环化反应。一系列菲的产率中等至良好，且具有良好的官能团耐受性。机理研究表明C(sp 2 )–H活化应该是反应过程中的决定速率步骤。
• ORGANIC LIGHT-EMITTING DEVICE
  申请人：LG CHEM, LTD.

  公开号：US20200365814A1

  公开（公告）日：2020-11-19

  Provided is an organic light-emitting device including: a first electrode; a second electrode provided to face the first electrode; and a first organic material layer and a second organic material layer provided between the first electrode and the second electrode, in which the first organic material layer includes a compound of Formula 1: wherein L1 to L3 are each independently a direct bond or a substituted or unsubstituted arylene group; and Ar1 to Ar3 are each independently a hydrogen, deuterium, or a substituted or unsubstituted aryl or heterocyclic group; and the second organic material layer includes a compound represented by of Formula 2: wherein L4 is a direct bond, or a substituted or unsubstituted arylene or divalent heterocyclic group; and Ar4 is a substituted or unsubstituted aryl, phosphine oxide or heterocyclic group.
• Palladium-Catalyzed Annulation of 2,2′-Dibromobiphenyls with Alkynes: Synthesis of Functionalized Phenanthrenes and Dibenzochrysenes
  作者：Gaoqiang Li、Feng Xu、Jun Ma、Yan Qiao、Jingxuan Tu、Sha Liu

  DOI：10.1055/s-0034-1378726

  日期：——

  A palladium-catalyzed annulation process of 2,2′-dibromobiphenyls with alkynes for the synthesis of functionalized phenanthrenes has been realized. The methodology provides an efficient approach to dibenzochrysene derivatives starting from simple reactants in two steps.

  已经实现了钯催化的 2,2'-二溴联苯与炔烃的环化过程，用于合成功能化菲。该方法提供了一种从简单反应物开始分两步处理二苯并芘衍生物的有效方法。