4-fluoro-[1,1':3',1"]terphenyl

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-fluoro-[1,1':3',1"]terphenyl
• 英文别名: 4-fluoro-[1,1';3',1'']terphenyl；1-(4-Fluorophenyl)-3-phenylbenzene；1-fluoro-4-(3-phenylphenyl)benzene
• 化学式: C₁₈H₁₃F
• 分子量: 248.3
• InChiKey: MRZPEGXQSMZWLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• 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：
  1

反应信息

• 作为反应物：
  描述：

  4-fluoro-[1,1':3',1"]terphenyl 在 四(三苯基膦)钯 2,2,6,6-tetramethylpiperidinyl-lithium 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 正己烷 、 水 、 甲苯 为溶剂， 反应 40.0h， 生成 1,5-Bis[2-fluoro-5-(3-phenylphenyl)phenyl]-2,4-dimethoxybenzene
  参考文献：
  名称：

  HALOGEN COMPOUND, POLYCYCLIC COMPOUND, AND ORGANIC ELECTROLUMINESCENCE ELEMENT COMPRISING THE POLYCYCLIC COMPOUND

  摘要：

  公开号：

  EP2301926B1
• 作为产物：
  描述：

  间氯溴苯 在 palladium diacetate 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 4-fluoro-[1,1':3',1"]terphenyl
  参考文献：
  名称：

  A Practical and General Synthesis of Unsymmetrical Terphenyls

  摘要：

  [GRAPHICS]A synthetic procedure was developed that enables sequential chemoselective Suzuki-Miyaura cross-coupling of chlorobromobenzene with arylboronic acids. The first coupling is achieved at room temperature using a ligandless palladium catalyst. The chlorobiaryl product can then be subjected directly to the second coupling, facilitated by the SPhos ligand. Using this methodology, parallel synthesis of 32 unsymmetrical o-, m-, and p-terphenyl compounds was accomplished in good to excellent overall yields.

  DOI：

  10.1021/jo701308b

文献信息

• PtI₂-catalyzed cyclization of 3-acyloxy-1,5-enynes with the elimination of HOAc and a benzyl shift: synthesis of unsymmetrical m-terphenyls
  作者：Kaimeng Huang、Xiaona Ke、Hongkai Wang、Junying Wang、Chenchen Zhou、Xiufang Xu、Lingyan Liu、Jing Li

  DOI：10.1039/c4ob02336f

  日期：——

  A new cyclization of 1,5-enyne was developed to synthesize the m-terphenyls via the elimination of HOAc and a benzyl shift.

  开发了一种新的1,5-炔烃环化反应，通过消除HOAc和苯甲基转移来合成m-联苯。

• Modular Access to <i>meta</i>-Substituted Benzenes via Mo-Catalyzed Intermolecular Deoxygenative Benzene Formation
  作者：Yi-Zhe Yu、Jin Bai、Jia-Min Peng、Jia-Sheng Yao、Chun-Xiang Zhuo

  DOI：10.1021/jacs.3c01330

  日期：——

  The substituted benzene derivatives are essential to organic synthesis, medicinal chemistry, and material science. However, the 1,3-di- and 1,3,5-trisubstituted benzenes are far less prevalent in small-molecule drugs than other substitution patterns, likely due to the lack of robust, efficient, and convenient synthetic methods. Here, we report a Mo-catalyzed intermolecular deoxygenative benzene-forming

  取代苯衍生物对有机合成、药物化学和材料科学至关重要。然而，1,3-二-和 1,3,5-三取代苯在小分子药物中的普遍性远低于其他取代模式，这可能是由于缺乏稳健、高效和方便的合成方法。在这里，我们报告了一种 Mo 催化的分子间脱氧苯形成反应，该反应是现成的炔酮和烯丙基胺的反应。通过使用市售的钼催化剂，以高达 88% 的收率获得了多种不对称和未官能化的 1,3-二和 1,3,5-三取代苯。通过生物活性分子的合成转化、放大合成和衍生化进一步说明了该方法的合成潜力。初步的机理研究表明，这种苯形成过程可能通过钼催化的氮杂迈克尔加成/[1,5]-氢化物转移/环化/芳构化级联进行。该策略不仅为各种间位取代的苯衍生物，但也证明了钼催化在具有挑战性的分子间脱氧交叉偶联反应中的潜力。
• Mechanochemical Synthesis of Aryl Fluorides by Using Ball Milling and a Piezoelectric Material as the Redox Catalyst
  作者：Xiaohong Wang、Xuemei Zhang、Li Xue、Qingqing Wang、Fengzhi You、Lunzhi Dai、Jiagang Wu、Søren Kramer、Zhong Lian

  DOI：10.1002/anie.202307054

  日期：2023.9.25

  structural motifs in many pharmaceuticals. A new protocol, starting from aryldiazonium salts, that uses ball milling and piezoelectric materials as redox catalysts is described. This process addresses the limitations of the Balz–Schiemann procedure, which is currently used in industry. In addition, the mechanism of this fluorination reaction is also investigated.

  芳基氟化物是许多药物中重要的结构基序。描述了一种从芳基重氮盐开始，使用球磨和压电材料作为氧化还原催化剂的新方案。该过程解决了目前工业中使用的 Balz-Schiemann 过程的局限性。此外，还研究了该氟化反应的机理。
• Material for organic electroluminescence device and organic electroluminescence device using the same
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：US10020454B2

  公开（公告）日：2018-07-10

  Provided are an organic electroluminescence device, which shows high luminous efficiency, is free of any pixel defect, and has a long lifetime, and a material for an organic electroluminescence device for realizing the device. The material for an organic electroluminescence device is a compound having a π-conjugated heteroacene skeleton crosslinked with a carbon atom, nitrogen atom, oxygen atom, or sulfur atom. The organic electroluminescence device has one or more organic thin film layers including a light emitting layer between a cathode and an anode, and at least one layer of the organic thin film layers contains the material for an organic electroluminescence device.

  本文提供了一种发光效率高、无任何像素缺陷且使用寿命长的有机电致发光器件，以及一种用于实现该器件的有机电致发光器件材料。有机电致发光器件的材料是一种具有与碳原子、氮原子、氧原子或硫原子交联的π-共轭杂芳烯骨架的化合物。有机电致发光器件具有一层或多层有机薄膜层，包括阴极和阳极之间的发光层，有机薄膜层中至少有一层含有有机电致发光器件的材料。
• MATERIAL FOR ORGANIC ELECTROLUMINESCENCE DEVICE AND ORGANIC ELECTROLUMINESCENCE DEVICE USING THE SAME
  申请人：KATO Tomoki

  公开号：US20090309488A1

  公开（公告）日：2009-12-17

  Provided are an organic electroluminescence device, which shows high luminous efficiency, is free of any pixel defect, and has a long lifetime, and a material for an organic electroluminescence device for realizing the device. The material for an organic electroluminescence device is a compound having a n-conjugated heteroacene skeleton crosslinked with a carbon atom, nitrogen atom, oxygen atom, or sulfur atom. The organic electroluminescence device has one or more organic thin film layers including a light emitting layer between a cathode and an anode, and at least one layer of the organic thin film layers contains the material for an organic electroluminescence device.