1-butyl-1H-imidazo[4,5-f] [1,10]phenanthroline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 1-butyl-1H-imidazo[4,5-f] [1,10]phenanthroline
• 英文别名: 3-Butylimidazo[4,5-f][1,10]phenanthroline；3-butylimidazo[4,5-f][1,10]phenanthroline
• 化学式: C₁₇H₁₆N₄
• 分子量: 276.341
• InChiKey: BEGGLWGPXJECKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 1-butyl-1H-imidazo[4,5-f] [1,10]phenanthroline 以 二氯甲烷 为溶剂， 反应 2.0h， 以91%的产率得到
  参考文献：
  名称：

  Half-sandwich η6-arene–ruthenium(II) complexes bearing 1-alkyl(benzyl)-imidazo[4,5-f][1,10]-phenanthroline (IP) derivatives: the effect of alkyl chain length of ligands to catalytic activity

  摘要：

  The reaction of bromoalkanes (R-Br; (3), R=CnH2n+1. n=4 (a), 8 (b), 12 (c),18 (d)) and bromobenzyl derivatives (R'-Br; (4), R'=CH2C6H2(CH3)(3)-2,4,6 (a); CH2C6H(CH3)(4)-2,3,5,6 (b); CH2C6(CH3)(5) (c)) with 1H-imidazo[4,5-f][1,10]-phenanthroline (IP)(L-2) gave the corresponding 1-R-imidazo[4,5-f][1,10]-phenanthroline (IPR)(L3a-d) and 1-R'-imidazo[4,5-f][1,10]-phenanthroline(IPR')(L4a-c) ligands, respectively. Treatment of L3a-d and L4a-d with [Ru(p-cymene)Cl-2](2) led to the formation of [Ru(p-cymene)(IPR)Cl]Cl (RuL3a-d) and [Ru(p-cymene)(IPR')Cl]Cl (RuL4a-c). New ruthenium(II) complexes RuL3a-d and RuL4a-c were characterized by elemental analysis, FTIR, UV-visible and NMR spectroscopy. In order to understand effects of these changes on the N-substituent of imidazol on IP and how they translate to catalytic activity, these new RuL2, RuL3a-d and RuL4a-c were applied in the transfer hydrogenation of ketones by 2-propanol in presence of potassium hydroxide. The activities of the catalysts were monitored by NMR and GC analysis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.09.023
• 作为产物：
  描述：

  1,10-菲罗啉 在 硫酸 、 ammonium acetate 、 硝酸 、 溶剂黄146 、 potassium bromide 、 potassium hydroxide 作用下， 以 丙酮 为溶剂， 反应 54.0h， 生成 1-butyl-1H-imidazo[4,5-f] [1,10]phenanthroline
  参考文献：
  名称：

  通过新型、耐用且可重复使用的带有镍 (0) 1,10-菲咯啉络合物的磁性纳米催化剂，采用 CC 和 CN 交叉偶联反应构建新的 1,8-萘二甲酰亚胺荧光团库的绿色方法

  摘要：

  通过催化 Suzuki 偶联成功合成了在 C-4 位具有苯并噻吩、苯并呋喃、芳基和氨基取代基的新型浅卡因至黄色荧光 1,8-萘二甲酰亚胺化合物，并以优异的收率（高达 97% 收率）成功合成。使用带有强化1,10-菲咯啉配体（Fe 3 O 4 @SiO 2 -Phen-Ni(0)）的新型异质超纳米磁性镍催化剂系统在温和条件下进行碳-氮交叉偶联反应。合成的磁性纳米催化剂的结构通过 FT-IR、XRD、FESEM、DLS、TEM、VSM、TGA-DSC、EDX、映射图像、ICP 和 UV-Vis 技术进行了鉴定，在这些 C 的合成中表现出高效率-4 π共轭氨基荧光团 1,8-萘二甲酰亚胺材料，镍污染低。借助外部磁铁，纳米催化剂可以轻松回收并重复使用最多连续九次运行，而其活性不会显着下降。收集了这些衍生物的紫外-可见吸收光谱和荧光发射光谱。所有这些化合物都可以发射浅色、绿黄色或黄色发射，并显示出大的斯托克斯位移（ν

  DOI：

  10.1016/j.jphotochem.2023.115345

文献信息

• The imidazo{[4,5-f][1,10]-phenanthrolin}l-2-ylidene and its palladium complexes: Synthesis, characterization, and application in C-C cross-coupling reactions
  作者：Lütfiye Gök、Salih Günnaz、Zarife Sibel Şahin、Levent Pelit、Hayati Türkmen

  DOI：10.1016/j.jorganchem.2016.11.013

  日期：2017.1

  1,3-dibutyl-1H-imidazo[4,5-f][1,10]phenanthrolinium iodide, L5.2HI ligand and their mono-, di-, tri-, tetra-nuclear palladium(II) complexes (5.HPF6, 6–8) were synthesized and characterized by elemental analysis, FTIR, UV–visible and NMR spectroscopy. In addition, the complexes (5.HPF6, 6–8) were determined by mass spectrometry (MALDI). The ligand L5.2HI was determined by X-ray diffraction. The complexes

  1,3-二丁基-1 H-咪唑并[4,5-f] [1,10]碘化菲鎓，L 5 .2HI配体及其单，二，三，四核钯（II）络合物（5.HPF 6，6-8）的合成和表征通过元素分析，FTIR，紫外-可见和NMR光谱。此外，复合物（5.HPF 6，6-8）通过质谱法（MALDI）来确定。配体L 5 .2HI通过X射线衍射测定。配合物（5.HPF 6，6-8）在高温下在Suzuki-Miyaura和Mizoroki-Heck反应中进行了测试。通过NMR和GC分析监测催化剂的活性。我们发现，与单核衍生物相比，多核络合物显示出更好的活性，因此提出金属部分的增加导致交叉偶联反应活性的增加。
• Half-sandwich η6-arene–ruthenium(II) complexes bearing 1-alkyl(benzyl)-imidazo[4,5-f][1,10]-phenanthroline (IP) derivatives: the effect of alkyl chain length of ligands to catalytic activity
  作者：Lütfiye Gök、Hayati Türkmen

  DOI：10.1016/j.tet.2013.09.023

  日期：2013.12

  The reaction of bromoalkanes (R-Br; (3), R=CnH2n+1. n=4 (a), 8 (b), 12 (c),18 (d)) and bromobenzyl derivatives (R'-Br; (4), R'=CH2C6H2(CH3)(3)-2,4,6 (a); CH2C6H(CH3)(4)-2,3,5,6 (b); CH2C6(CH3)(5) (c)) with 1H-imidazo[4,5-f][1,10]-phenanthroline (IP)(L-2) gave the corresponding 1-R-imidazo[4,5-f][1,10]-phenanthroline (IPR)(L3a-d) and 1-R'-imidazo[4,5-f][1,10]-phenanthroline(IPR')(L4a-c) ligands, respectively. Treatment of L3a-d and L4a-d with [Ru(p-cymene)Cl-2](2) led to the formation of [Ru(p-cymene)(IPR)Cl]Cl (RuL3a-d) and [Ru(p-cymene)(IPR')Cl]Cl (RuL4a-c). New ruthenium(II) complexes RuL3a-d and RuL4a-c were characterized by elemental analysis, FTIR, UV-visible and NMR spectroscopy. In order to understand effects of these changes on the N-substituent of imidazol on IP and how they translate to catalytic activity, these new RuL2, RuL3a-d and RuL4a-c were applied in the transfer hydrogenation of ketones by 2-propanol in presence of potassium hydroxide. The activities of the catalysts were monitored by NMR and GC analysis. (C) 2013 Elsevier Ltd. All rights reserved.
• Green approach to new library of 1,8-naphthalimide fluorophores employing C-C and C-N cross coupling reactions by novel, durable, and reusable magnetic nanocatalyst bearing nickel (0) complex of 1,10-phenanthroline
  作者：Nastaran Bagherzadeh、Alir Reza Sardarian

  DOI：10.1016/j.jphotochem.2023.115345

  日期：2024.4

  cay, greenish-yellow or yellow emission and show a large Stokes shift (νa-νf up to 8900 cm−1), longer λ emission (λem up to 541 nm), and fluorescence quantum yield (Qf) (up to 0.89) due to the extended conjugation system. The provided data of Suzuki derivatives reveal the highest Qf and λem in EtOH solvent, and 4-amino-1,8-naphthalimide derivatives exhibit, the highest Qf data in DCM solvent, and the

  通过催化 Suzuki 偶联成功合成了在 C-4 位具有苯并噻吩、苯并呋喃、芳基和氨基取代基的新型浅卡因至黄色荧光 1,8-萘二甲酰亚胺化合物，并以优异的收率（高达 97% 收率）成功合成。使用带有强化1,10-菲咯啉配体（Fe 3 O 4 @SiO 2 -Phen-Ni(0)）的新型异质超纳米磁性镍催化剂系统在温和条件下进行碳-氮交叉偶联反应。合成的磁性纳米催化剂的结构通过 FT-IR、XRD、FESEM、DLS、TEM、VSM、TGA-DSC、EDX、映射图像、ICP 和 UV-Vis 技术进行了鉴定，在这些 C 的合成中表现出高效率-4 π共轭氨基荧光团 1,8-萘二甲酰亚胺材料，镍污染低。借助外部磁铁，纳米催化剂可以轻松回收并重复使用最多连续九次运行，而其活性不会显着下降。收集了这些衍生物的紫外-可见吸收光谱和荧光发射光谱。所有这些化合物都可以发射浅色、绿黄色或黄色发射，并显示出大的斯托克斯位移（ν