9H-fluorene-3-carbonitrile | 1263048-12-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9H-fluorene-3-carbonitrile
• CAS: 1263048-12-9
• 化学式: C₁₄H₉N
• 分子量: 191.232
• InChiKey: QOKLSVOEHNDZCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (E)-2′-methyl-6-(pyrrolidin-1-yldiazenyl)-[1,1′-biphenyl]-3-carbonitrile 在 三氟乙酸 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以52%的产率得到9H-fluorene-3-carbonitrile
  参考文献：
  名称：

  Brönsted Acid-Mediated Intramolecular Cyclization of Biaryl Triazenes for the Synthesis of Fluorenes and 9,10-Dihydro-Phenanthrenes

  摘要：

  The efficient synthesis of fluorenes from biaryl triazenes is successfully developed Up to 27 examples of biaryl triazenes are converted into their corresponding fluorene derivatives in the presence of CF3COOH (4.0 equiv). Mechanism research indicates that the reaction undergoes concerted processes, and pentacoordinate carbocations may be involved in these reactions.

  DOI：

  10.1021/jo501640d

文献信息

• Synthesis of Methylene-Bridge Polyarenes through Palladium-Catalyzed Activation of Benzylic Carbon-Hydrogen Bond
  作者：Chien-Chi Hsiao、Yi-Kuan Lin、Chia-Ju Liu、Tsun-Cheng Wu、Yao-Ting Wu

  DOI：10.1002/adsc.201000651

  日期：2010.12.17

  In the presence of palladium(II) acetate [Pd(OAc)2] and an N-heterocyclic carbene (NHC) ligand, fluorene derivatives can be generated in good to excellent yields from 2-halo-2′-methylbiaryls through the benzylic CH bond activation (14 examples; 81–97% yields). The scope and limitations of this protocol have been examined. A wide range of functional groups, such as alkyl, alkoxy, ester, nitrile, and

  在乙酸钯（II）[Pd（OAc）2 ]和N-杂环卡宾（NHC）配体的存在下，芴衍生物可以从2-卤代2'-甲基联芳基通过苄基CH生成高至极好的收率键活化（14个例子；产率81-97％）。已经检查了该协议的范围和局限性。各种各样的官能团，例如烷基，烷氧基，酯，腈和其他，能够耐受本文的反应条件。同位素标记的联苯的环化反应产生相应的产物，具有主要的动力学同位素效应（k H / k D＝ 4.8∶1），这表明该反应的决定速率的步骤是苄基CH键的活化。此外，从三联苯中也获得了茚并芴的优异结果（3个实例；产率为91-92％）。2，6-二氯-2'-甲基联苯与二苯乙炔的级联反应通过芳基和苄基CH键的活化，以60％的收率产生了8,9-二苯基-4 H-环戊[ def ]菲。
• Catalytic Cyanation Using CO2 and NH3
  作者：Hua Wang、Yanan Dong、Chaonan Zheng、Christian A. Sandoval、Xue Wang、Mohamed Makha、Yuehui Li

  DOI：10.1016/j.chempr.2018.09.009

  日期：2018.12

  Selective cyanation of aryl halides was achieved with CO2 and NH3 as the only sources of carbon and nitrogen, respectively. In the presence of Cu catalysts under low pressure (3 atm), a variety of aromatic iodides and bromides were transformed to the desired nitrile products without the use of toxic metal cyanides. Notably, olefins, esters, amides, alcohols, and amino groups were tolerated. Mechanistic

  分别使用CO 2和NH 3作为唯一的碳和氮源，实现了芳基卤化物的选择性氰化。在低压（3个大气压）下存在铜催化剂的情况下，无需使用有毒的金属氰化物，即可将各种芳族碘化物和溴化物转化为所需的腈产品。值得注意的是，可以容忍烯烃，酯，酰胺，醇和氨基。机理研究表明，涉及异氰酸酯中间体的Cu（III）-芳基插入。通过这种方法可以方便地从相应的同位素标记的CO 2和NH 3中获得[ 13 C，15 N]标记的腈。
• [EN] NOVEL COMPOSITIONS, USES AND METHODS FOR MAKING THEM<br/>[FR] NOUVELLES COMPOSITIONS, LEURS UTILISATIONS ET LEURS PROCÉDÉS DE PRÉPARATION
  申请人：HADDACH MUSTAPHA

  公开号：WO2015172123A1

  公开（公告）日：2015-11-12

  Generally, the present invention provides novel quinolone compounds and pharmaceutical composition thereof which may inhibit cell proliferation and/or induce cell apoptosis. The present invention also provides methods of preparing such compounds and compositions, and methods of making and using the same.

  一般地，本发明提供了新型喹诺酮化合物及其药物组合物，可以抑制细胞增殖和/或诱导细胞凋亡。本发明还提供了制备这种化合物和组合物的方法，以及制备和使用相同的方法。
• CONDENSED CYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20170186974A1

  公开（公告）日：2017-06-29

  A condensed cyclic compound represented by Formula 1: Ar 1 -L 1 -L 2 -Ar 2 Formula 1 wherein in Formula 1, Ar 1 , Ar 2 , L 1 , and L 2 are the same as described in the specification.

  由Formula 1表示的一种紧凑的环状化合物：Ar1-L1-L2-Ar2 在Formula 1中，Ar1、Ar2、L1和L2与规范中描述的相同。
• NITRILE SUBSTITUTED DIBENZOFURANS
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：US20160248026A1

  公开（公告）日：2016-08-25

  The present invention relates to compounds of formula a process for their production and their use in electronic devices, especially electroluminescent devices. When used as electron transport material, hole blocking material and/or host material for phosphorescent emitters in electroluminescent devices, the compounds of formula I may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices.

  本发明涉及公式I的化合物、其生产方法以及它们在电子器件中的应用，特别是在电致发光器件中作为电子输运材料、阻挡空穴材料和/或荧光发射体的基体材料时，公式I的化合物可以提供电致发光器件的效率、稳定性、可制造性或光谱特性的改善。