methyl (E)-3-(phenanthren-9-yl)acrylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: methyl (E)-3-(phenanthren-9-yl)acrylate
• 英文别名: 3t-[9]phenanthryl-acrylic acid methyl ester；3t-[9]Phenanthryl-acrylsaeure-methylester；3t-(Phenanthryl-(9))-acrylsaeure-methylester；methyl (E)-3-phenanthren-9-ylprop-2-enoate
• 化学式: C₁₈H₁₄O₂
• 分子量: 262.308
• InChiKey: BYDXUJLUIZYTQR-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  9-甲醛菲 在 吡啶 、 乙醚 、 丙酮 作用下， 生成 methyl (E)-3-(phenanthren-9-yl)acrylate
  参考文献：
  名称：

  Phenanthrene Derivatives. VII. The Cyclization of β-Phenanthrylpropionic Acids

  摘要：

  DOI：

  10.1021/ja01290a034

文献信息

• Synthesis and Immobilization of Metal Nanoparticles Using Photoactive Polymer‐Decorated Zeolite L Crystals and Their Application in Catalysis
  作者：Maren Wissing、Maximilian Niehues、Bart Jan Ravoo、Armido Studer

  DOI：10.1002/adsc.202000208

  日期：2020.5.26

  zeolite L crystals decorated with photoactive polymer brushes is described. The polymers used in this approach serve a dual role: Upon irradiation with UV light, they release highly reducing ketyl radicals in a Norrish‐Type‐I reaction. These radicals serve as one electron donors to reduce metal salts to the corresponding metal NPs. At the same time the polymer shell stabilizes the in situ generated metal

  描述了一种在装饰有光敏聚合物刷的沸石L晶体上生成Au和Pd纳米颗粒（NPs）的简便方法。此方法中使用的聚合物具有双重作用：在紫外线照射下，它们会在Norrish-I型反应中释放高度还原的酮基。这些自由基充当一个电子给体，将金属盐还原为相应的金属NP。同时，聚合物壳使原位产生的金属NP稳定。结果表明，沸石-聚合物-NP复合材料可用作可循环使用的催化剂，用于将苄醇氧化为醛类以及炔烃的立体选择性半氢化为Z烯烃。这些杂化催化剂中的聚合物壳可保护NP避免聚集，也可改变其催化性能。
• Application of dimeric cyclopalladated complex of tribenzylamine as an efficient catalyst in the Heck cross-coupling reaction
  作者：Abdol R. Hajipour、Fatemeh Rafiee

  DOI：10.1016/j.jorganchem.2011.03.023

  日期：2011.7

  )} (μ-Br)]2 complex was investigated in the Heck–Mizoroki C–C cross-coupling reaction. This complex is an active and efficient catalyst for the Heck reaction of aryl iodides, bromides and even chlorides and also arenesulfonyl chlorides. The cross-coupled products were produced in excellent yields in short reaction time using a catalytic amount of [PdC6H4(CH2N(CH2Ph)2) (μ-Br)]2 complex in NMP at 130 °C

  在Heck – Mizoroki C – C交叉偶联反应中研究了[Pd C 6 H 4（CH 2 N（CH 2 Ph）2）}（μ-Br）] 2络合物的活性。该络合物是用于芳基碘化物，溴化物甚至氯化物以及芳烃磺酰氯的Heck反应的活性和有效催化剂。在130°C的NMP中使用催化量的[Pd C 6 H 4（CH 2 N（CH 2 Ph）2）（μ-Br）] 2络合物），可以在短反应时间内以优异的产率生产交联产物。C。
• Heck coupling reaction using monomeric ortho-palladated complex of 4-methoxy- benzoylmethylenetriphenylphosphorane under microwave irradiation
  作者：Abdol R. Hajipour、Kazem Karami、Ghazal Tavakoli

  DOI：10.1002/aoc.1705

  日期：2010.11

  Tf complex, A (MOBPPY = 4‐methoxybenzoylmethylenetriphenyl‐ phosphoraneylide), was investigated in the Heck–Mizoroki CC cross‐coupling reaction under conventional heating and microwave irradiation conditions. The complex is an active and efficient catalyst for the Heck reaction of aryl halides. The yields were excellent using a catalytic amount of [Pd(C6H4CH2 NH2‐κ2‐C‐N)PPh3MOBPPY]OTf complex in

  的活性[钯（C 6 H ^ 4 CH 2 NH 2 -κ 2 -C-N）PPH 3 MOBPPY]光学传递函数络合物，甲（MOBPPY = 4- methoxybenzoylmethylenetriphenyl- phosphoraneylide），是在的Heck-MizorokiÇ调查 Ç常规加热和微波辐射条件下的交叉偶联反应。该络合物是用于芳基卤化物的Heck反应的活性和有效催化剂。产率优异的使用[钯（C催化量6 ħ 4 CH 2 NH 2 -κ 2 -C-N）PPH 3 MOBPPY]光学传递函数在复杂Ñ-甲基-2-吡咯烷酮（NMP）在130°C和600 W的条件下。与常规加热条件相比，微波辐射下的反应在较短的反应时间内获得了更高的收率。版权所有©2010欧洲肽协会和John Wiley＆Sons，Ltd.。
• Accelerated Heck reaction using ortho-palladated complex in a nonaqueous ionic liquid with controlled microwave heating
  作者：Abdol R. Hajipour、Fatemeh Rafiee

  DOI：10.1002/aoc.1800

  日期：2011.7

  activity of Pd[C6H2(CH2CH2NH2)‐(OMe)2,3,4] (µ‐Br)}2 complex was investigated in the Heck–Mizoroki CC cross‐coupling reaction under conventional heating and microwave irradiation conditions in molten salt tetrabutylammonium bromide as the solvent and promoter at 130 °C. This complex in these conditions is an active and efficient catalyst for the Heck reaction of aryl iodides, bromides and even chlorides,

  的活性PD [C 6 H ^ 2（CH 2 CH 2 NH 2） - （OME）2，3,4]（μ-溴）} 2络合物在的Heck-Mizoroki下研究 C交叉偶联反应在常规加热和微波辐射条件下，在130°C的熔融盐四丁基溴化铵中作为溶剂和促进剂。在这些条件下，该络合物是芳基碘化物，溴化物甚至氯化物以及芳烃磺酰氯的Heck反应的活性和有效催化剂。版权所有©2011 John Wiley＆Sons，Ltd.
• The [RPPh3]2[Pd2X6] as a Catalyst Precursor for the Heck Cross-Coupling Reaction by in situ Formation of Stabilized Pd(0) Nanoparticles
  作者：Abdol Hajipour、Ghobad Azizi

  DOI：10.1055/s-0032-1317963

  日期：——

  Pd(II) anionic, square planar complexes of the type [RPPh3](2)[Pd2X2Cl4], where X = Cl, Br, have been applied for the first time as a catalyst precursor for the Heck reaction carried out in DMF at 140 degrees C. The highest yield was obtained for the most reducible ones, [MePPh3](2)[Pd2Br2Cl4], in DMF in the presence of NaHCO3 as a base. It was found that during the reaction, phosphonium halide stabilized Pd(0) nanoparticles of about 10 nm, which have been formed in situ from the palladium(II) precursor and Pd(0) colloidal nanoparticles acts as the reservoir for Pd(II) species via activation of the metal surface through the oxidative addition of aryl halides.