1-[2-(2,4-difluorophenyl)-2-oxoethyl]pyridinium bromide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-(2,4-difluorophenyl)-2-oxoethyl]pyridinium bromide
• 英文别名: 1-(2-(2,4-difluorophenyl)-2-oxoethyl)pyridin-1-ium bromide；1-[2-(2,4-Difluorophenyl)-2-oxoethyl]pyridinium bromide；1-(2,4-difluorophenyl)-2-pyridin-1-ium-1-ylethanone;bromide
• 化学式: Br*C₁₃H₁₀F₂NO
• 分子量: 314.129
• InChiKey: SYHCNQADUUNPQS-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.86
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  21
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[2-(2,4-difluorophenyl)-2-oxoethyl]pyridinium bromide 在 ammonium acetate 作用下， 以 甲醇 、 乙二醇 为溶剂， 反应 19.0h， 生成 [Ir(4,4′,4″-tri-tert-butyl-2,2′:6′,2″-terpyridine)(2-(4-fluorophenyl)-5-methylpyridine)Cl](PF₆)
  参考文献：
  名称：

  高度氟化的 Ir(III)-2,2':6',2"-三联吡啶-苯基吡啶-X 配合物通过选择性 C-F 活化：用于太阳能燃料生成和光氧化还原催化的稳健光催化剂

  摘要：

  通过选择性 CF 活化合成了一系列氟化 Ir(III)-三联吡啶-苯基吡啶-X（X = 阴离子单齿配体）配合物，从而使全氟化苯基吡啶易于络合。氟化苯基吡啶配体与富含电子的三叔丁基三联吡啶配体的组合在激发时对电子产生“推拉”力，显着增强了配合物的稳定性、电化学和光物理特性。配合物作为光敏剂从水中光催化产生氢和作为氧化还原光催化剂用于几种羧酸的脱羧氟化反应的应用展示了配合物在高度配位溶剂中的性能，在某些情况下超过了领先的光敏剂。随着化合物的氟化增加以及辅助氯化物配体交换为氰化物，观察到光物理性质和激发态性质的变化。已使用密度泛函理论模型证实了激发态的这些变化。

  DOI：

  10.1021/jacs.6b03246
• 作为产物：
  描述：

  吡啶 、 2-溴-2',4'-二氟苯乙酮 生成 1-[2-(2,4-difluorophenyl)-2-oxoethyl]pyridinium bromide
  参考文献：
  名称：

  Discovery and High-Throughput Screening of Heteroleptic Iridium Complexes for Photoinduced Hydrogen Production

  摘要：

  The catalytic process of photoinduced hydrogen generation via the reduction of water has been investigated. The use of parallel synthetic techniques has facilitated the synthesis of a 32 member library of heteroleptic iridium complexes that was screened, using high-throughput photophysical techniques, to identify six potential photosensitizers for use in catalytic photoinduced hydrogen production. A Pd/Ni thin film hydrogen selective sensor allowed for rapid quantification of hydrogen produced via illumination of aqueous systems of the photosensitizer, tris(2,2'-dipyridyl)dichlorocobalt ([Co(bpy)(3)]Cl-2), and triethanolamine (a sacrificial reductant) with ultra-bright light emitting diodes (LEDs). The use of an 8-well parallel photoreactor expedited the investigation of the hydrogen evolution process and facilitated mechanistic studies. All six compounds investigated produced considerably more hydrogen than commonly utilized photosensitizers and had relative quantum efficiencies of hydrogen production up to 37 times greater than that of Ru(bpy)(3)(2+).

  DOI：

  10.1021/ja0427101

文献信息

• IRIDIUM COMPLEX COMPOUND, ORGANIC ELECTROLUMINESCENT DEVICE OBTAINED BY USING THE SAME, AND USES OF THE DEVICE
  申请人：Igarashi Takeshi

  公开号：US20090315454A1

  公开（公告）日：2009-12-24

  The present invention provides an organic EL device having a high luminous efficiency and a long life, and an iridium complex compound used for preparing the above device. The iridium complex compound is represented by the following Formula (1): [in Formula (1), R 1 to R 4 are each independently a specific group; at least one of R 1 to R 4 is a group having 2 or more carbon atoms; R 5 to R 8 are each independently a specific group; and at least one of R 5 to R 8 is a specific electron-withdrawing group; (with the proviso that R 1 to R 8 are not combined with each other to form rings)].

  本发明提供了一种具有高发光效率和长寿命的有机EL器件，以及用于制备上述器件的铱配合物化合物。铱配合物化合物由以下公式（1）表示：[在公式（1）中，R1至R4各自独立地表示特定的基团；至少有一个R1至R4是具有2个或更多碳原子的基团；R5至R8各自独立地表示特定的基团；并且至少有一个R5至R8是特定的电子吸引基团；（前提是R1至R8不与彼此结合形成环）]。
• WO2008/56799
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] IRIDIUM COMPLEX COMPOUND, ORGANIC ELECTROLUMINESCENT DEVICE OBTAINED BY USING THE SAME, AND USES OF THE DEVICE<br/>[FR] COMPOSÉ COMPLEXE DE L'IRIDIUM, DISPOSITIF ÉLECTROLUMINESCENT ORGANIQUE OBTENU PAR UTILISATION DE CELUI-CI, ET UTILISATION DU DISPOSITIF
  申请人：SHOWA DENKO KK

  公开号：WO2008056799A1

  公开（公告）日：2008-05-15

  [EN] The present invention provides an organic EL device having a high luminous efficiency and a long life, and an iridium complex compound used for preparing the above device. The iridium complex compound is represented by the following Formula (1): (1) [in Formula (1), R¹ to R⁴ are each independently a specific group; at least one of R¹ to R⁴ is a group having 2 or more carbon atoms; R⁵ to R⁸ are each independently a specific group; and at least one of R⁵ to R⁸ is a specific electron-withdrawing group; (with the proviso that R¹ to R⁸ are not combined with each other to form rings)].
  [FR] La présente invention concerne un dispositif électroluminescent organique ayant un rendement lumineux élevé et une longue durée de vie, ainsi qu'un composé complexe de l'iridium utilisé pour préparer le dispositif ci-dessus. Le composé complexe de l'iridium est représenté par la Formule suivante (1) : (1) [dans la Formule (1), R1 à R4 sont chacun indépendamment un groupe spécifique; au moins l'un de R1 à R4 est un groupe ayant 2 atomes de carbone ou plus; R5 à R8 représentent chacun indépendamment un groupe spécifique; et au moins l'un de R5 à R8 est un groupe extracteur d'électrons spécifique (à la condition que R1 à R8 ne sont pas combinés entre eux pour former des noyaux)].
• Highly Fluorinated Ir(III)–2,2′:6′,2″-Terpyridine–Phenylpyridine–X Complexes via Selective C–F Activation: Robust Photocatalysts for Solar Fuel Generation and Photoredox Catalysis
  作者：Jonathan A. Porras、Isaac N. Mills、Wesley J. Transue、Stefan Bernhard

  DOI：10.1021/jacs.6b03246

  日期：2016.8.3

  A series of fluorinated Ir(III)-terpyridine-phenylpyridine-X (X = anionic monodentate ligand) complexes were synthesized by selective C-F activation, whereby perfluorinated phenylpyridines were readily complexed. The combination of fluorinated phenylpyridine ligands with an electron-rich tri-tert-butyl terpyridine ligand generates a "push-pull" force on the electrons upon excitation, imparting significant

  通过选择性 CF 活化合成了一系列氟化 Ir(III)-三联吡啶-苯基吡啶-X（X = 阴离子单齿配体）配合物，从而使全氟化苯基吡啶易于络合。氟化苯基吡啶配体与富含电子的三叔丁基三联吡啶配体的组合在激发时对电子产生“推拉”力，显着增强了配合物的稳定性、电化学和光物理特性。配合物作为光敏剂从水中光催化产生氢和作为氧化还原光催化剂用于几种羧酸的脱羧氟化反应的应用展示了配合物在高度配位溶剂中的性能，在某些情况下超过了领先的光敏剂。随着化合物的氟化增加以及辅助氯化物配体交换为氰化物，观察到光物理性质和激发态性质的变化。已使用密度泛函理论模型证实了激发态的这些变化。
• Discovery and High-Throughput Screening of Heteroleptic Iridium Complexes for Photoinduced Hydrogen Production
  作者：Jonas I. Goldsmith、William R. Hudson、Michael S. Lowry、Timothy H. Anderson、Stefan Bernhard

  DOI：10.1021/ja0427101

  日期：2005.5.25

  The catalytic process of photoinduced hydrogen generation via the reduction of water has been investigated. The use of parallel synthetic techniques has facilitated the synthesis of a 32 member library of heteroleptic iridium complexes that was screened, using high-throughput photophysical techniques, to identify six potential photosensitizers for use in catalytic photoinduced hydrogen production. A Pd/Ni thin film hydrogen selective sensor allowed for rapid quantification of hydrogen produced via illumination of aqueous systems of the photosensitizer, tris(2,2'-dipyridyl)dichlorocobalt ([Co(bpy)(3)]Cl-2), and triethanolamine (a sacrificial reductant) with ultra-bright light emitting diodes (LEDs). The use of an 8-well parallel photoreactor expedited the investigation of the hydrogen evolution process and facilitated mechanistic studies. All six compounds investigated produced considerably more hydrogen than commonly utilized photosensitizers and had relative quantum efficiencies of hydrogen production up to 37 times greater than that of Ru(bpy)(3)(2+).