2-methoxy-3',5'-bis(trifluoromethyl)biphenyl

• 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: 2-methoxy-3',5'-bis(trifluoromethyl)biphenyl
• 英文别名: 2-{3,5-bis(trifluoromethyl)phenyl}anisole；2-Methoxy-3',5'-bis(trifluoromethyl)biphenyl；1-(2-methoxyphenyl)-3,5-bis(trifluoromethyl)benzene
• 化学式: C₁₅H₁₀F₆O
• 分子量: 320.234
• InChiKey: ZEQADVYVOQAPOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-methoxyphenyllithium 在 copper(l) iodide 、 lithium chloride 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 2-methoxy-3',5'-bis(trifluoromethyl)biphenyl
  参考文献：
  名称：

  铜催化二芳基锌试剂与芳基碘化物的Negishi偶联

  摘要：

  摘要 我们报告了高效的碘化铜（I）催化的二芳基锌试剂与芳基碘化物的交叉偶联。该反应在无配体的条件下以较低的催化剂负载量（5 mol％）进行，并能耐受多种官能团。 我们报告了高效的碘化铜（I）催化的二芳基锌试剂与芳基碘化物的交叉偶联。该反应在无配体的条件下以较低的催化剂负载量（5 mol％）进行，并能耐受多种官能团。

  DOI：

  10.1055/s-0035-1560397

文献信息

• The Highly Efficient Suzuki-Miyaura Cross-Coupling of (Hetero)aryl Chlorides and (Hetero)arylboronic Acids Catalyzed by “Bulky-yet-Flexible” Palladium-PEPPSI Complexes in Air
  作者：Jia-Sheng Ouyang、Yan-Fang Li、Fei-Dong Huang、Dong-Dong Lu、Feng-Shou Liu

  DOI：10.1002/cctc.201701076

  日期：2018.1.23

  Pd–PEPPSI complexes were designed and synthesized. The relationship between catalyst structure and properties was systematically investigated. It was revealed that “bulky‐yet‐flexible” C3 bearing ancenaphthyl backbone was a highly efficient precatalyst and could be successfully employed in Suzuki–Miyaura reactions of (hetero)aryl chlorides with (hetero)arylboronic acids at a low palladium loading in the presence

  设计并合成了一系列Pd-PEPPSI复合物。系统地研究了催化剂结构与性能之间的关系。结果表明，具有“大而灵活”的带有C3的萘基骨架是高效的预催化剂，在存在钯的情况下，可以成功地将Suzuki-Miyaura用于（杂）芳基氯与（杂）芳基硼酸的Suzuki-Miyaura反应。空气中的弱无机碱。
• Copper-Catalyzed Coupling of Triaryl- and Trialkylindium Reagents with Aryl Iodides and Bromides through Consecutive Transmetalations
  作者：Surendra Thapa、Santosh K. Gurung、Diane A. Dickie、Ramesh Giri

  DOI：10.1002/anie.201407586

  日期：2014.10.20

  An efficient copper(I)‐catalyzed coupling of triaryl and trialkylindium reagents with aryl iodides and bromides is reported. The reaction proceeds at low catalyst loadings (2 mol %) and generally only requires 0.33 equivalents of the triorganoindium reagent with respect to the aryl halide as all three organic nucleophilic moieties of the reagent are transferred to the products through consecutive transmetalations

  据报道，三芳基和三烷基铟试剂与芳基碘化物和溴化物的高效铜（I）催化偶联。反应在低催化剂负载量（2mol％）下进行，并且相对于芳基卤化物，通常仅需要0.33当量的三有机铟试剂，因为试剂的所有三个有机亲核部分都通过连续的重金属化作用转移到产物中。该反应耐受各种官能团和空间受阻的底物。此外，涉及潜在反应中间体的合成和表征的初步机理研究提供了构成催化循环的基本步骤的一瞥。
• Light-fluorous safety-catch arylgermanes ? exceptionally robust, photochemically activated precursors for biaryl synthesis by Pd(0) catalysed cross-coupling
  作者：Alan C. Spivey、Chih-Chung Tseng、Joseph P. Hannah、Christopher J. G. Gripton、Paul de Fraine、Nigel J. Parr、Jan J. Scicinski

  DOI：10.1039/b707517k

  日期：——

  A new class of arylgermane derivative that participate efficiently in Pd(0)-catalysed cross-coupling reactions with aryl bromides following photochemical activation is described.

  描述了一类新的芳香烷基锗衍生物，它们在光化学激活后有效参与Pd(0)催化的与芳基溴化物的交叉耦合反应。
• Copper-catalysed cross-coupling of arylzirconium reagents with aryl and heteroaryl iodides
  作者：Surendra Thapa、Prakash Basnet、Santosh K. Gurung、Ramesh Giri

  DOI：10.1039/c5cc00116a

  日期：——

  An unprecedented Cu^I-catalysed cross-coupling of arylzirconium reagents with aryl and heteroaryl iodides is reported. Mechanistic studies with a Cp₂ZrAr₂ complex revealed that Cp₂Zr(Ar)(Cl) is the reactive species that undergoes transmetalation with (PN-1)CuI.

  报道了一种前所未有的Cu催化的芳基锆试剂与芳基和杂环碘化物的偶联反应。与Cp₂ZrAr_{2>复合物的机理研究表明，Cp2Zr(Ar)(Cl)是发生与(PN-1)CuI的跨金属化反应的活性物种。}
• Copper-Catalyzed Negishi Coupling of Diarylzinc Reagents with Aryl Iodides
  作者：Ramesh Giri、Surendra Thapa、Adarsh Vangala

  DOI：10.1055/s-0035-1560397

  日期：——

  efficient copper(I) iodide catalyzed cross-coupling­ of diarylzinc reagents with aryl iodides. The reaction proceeds under ligand-free conditions at low catalyst loading (5 mol%) and tolerates a variety of functional groups. We report an efficient copper(I) iodide catalyzed cross-coupling­ of diarylzinc reagents with aryl iodides. The reaction proceeds under ligand-free conditions at low catalyst loading

  摘要 我们报告了高效的碘化铜（I）催化的二芳基锌试剂与芳基碘化物的交叉偶联。该反应在无配体的条件下以较低的催化剂负载量（5 mol％）进行，并能耐受多种官能团。 我们报告了高效的碘化铜（I）催化的二芳基锌试剂与芳基碘化物的交叉偶联。该反应在无配体的条件下以较低的催化剂负载量（5 mol％）进行，并能耐受多种官能团。