2-(5-methyl-2-(naphthalen-2-yl)phenyl)pyridine | 1078710-43-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(5-methyl-2-(naphthalen-2-yl)phenyl)pyridine
• 英文别名: 2-(2-pyridin-2-yl-4-methylphenyl)naphthalene
• CAS: 1078710-43-6
• 化学式: C₂₂H₁₇N
• 分子量: 295.384
• InChiKey: QEZSVMNGFBNODF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  12.89
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2-(3-甲苯基)吡啶 、 2-萘酚 在 1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine-2-oxide 、 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 potassium carbonate 、 对甲苯磺酰氯 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 18.08h， 以63%的产率得到2-(5-methyl-2-(naphthalen-2-yl)phenyl)pyridine
  参考文献：
  名称：

  Dehydrative Direct Arylations of Arenes with Phenols via Ruthenium-Catalyzed C−H and C−OH Bond Functionalizations

  摘要：

  Phenols can be employed as proelectrophiles in operationally simple ruthenium-catalyzed dehydrative direct arylations, proceeding through chemo- and regioselective functionalizations of C-H and C-OH bonds.

  DOI：

  10.1021/ol802252m

文献信息

• Group Exchange between Ketones and Carboxylic Acids through Directing Group Assisted Rh-Catalyzed Reorganization of Carbon Skeletons
  作者：Zhi-Quan Lei、Fei Pan、Hu Li、Yang Li、Xi-Sha Zhang、Kang Chen、Xin Wang、Yu-Xue Li、Jian Sun、Zhang-Jie Shi

  DOI：10.1021/ja512003d

  日期：2015.4.22

  The Rh(I)-catalyzed direct reorganization of organic frameworks and group exchanges between carboxylic acids and aryl ketones was developed with the assistance of directing group. Biaryls, alkenylarenes, and alkylarenes were produced in high efficiency from aryl ketones and the corresponding carboxylic acids by releasing the other molecule of carboxylic acids and carbon monoxide. A wide range of functional

  Rh(I) 催化的有机骨架直接重组和羧酸和芳基酮之间的基团交换是在导向基团的帮助下开发的。通过释放其他分子的羧酸和一氧化碳，由芳基酮和相应的羧酸高效生产联芳烃、烯基芳烃和烷基芳烃。广泛的官能团具有良好的兼容性。在实验机理研究和计算计算的支持下，两个合作伙伴之间的交换被提议在关键中间体的 Rh-(III) 中心进行。这种转变揭示了两种有机分子基团转移的新催化途径。
• Cobalt-Catalyzed Mild Ring-Opening Addition of Arenes C−H Bond to 7-Oxabicyclic Alkenes
  作者：Krishnamoorthy Muralirajan、Sekar Prakash、Chien-Hong Cheng

  DOI：10.1002/adsc.201601026

  日期：2017.2.2

  A mild approach for a Cp*Co(III)‐catalyzed C−H naphthylation of arenes by 7‐oxabicyclic alkenes has been developed. In some cases, intermediate products with a 1,2‐dihydronaphthalen‐1‐ol group have been isolated at room temperature in good yield. The catalytic reaction proceeds via C−H activation, insertion, β‐oxygen elimination, protonation, and dehydration, respectively. These simple protocols, featuring

  已开发出一种温和的方法，用于由Cp * Co（III）催化7-氧杂双环烯烃的芳烃的CH萘化反应。在某些情况下，在室温下以高收率分离出具有1,2-二氢萘-1-醇基团的中间产物。催化反应分别通过CH活化，插入，β氧消除，质子化和脱水进行。这些简单的方法具有温和的条件和对官能团的耐受性，在各种合成应用中都具有巨大的潜力。
• Rhodium(III)-Catalyzed Coupling of Arenes with 7-Oxa/Azabenzonorbornadienes by CH Activation
  作者：Zisong Qi、Xingwei Li

  DOI：10.1002/anie.201303507

  日期：2013.8.19

  Under chelation assistance, rhodium(III) complexes can catalyze the redox‐neutral coupling of arenes with 7‐oxabenzonorbornadienes and the oxidative coupling of arenes with 7‐azabenzonorbornadienes (see scheme; Cp*=C5Me5). A seven‐membered rhodacycle containing a RhC(alkyl) bond has been established as the key intermediate.

  在螯合辅助下，铑（III）络合物可以催化芳烃与7-氧杂苯并降冰片二烯的氧化还原-中性偶联，以及芳烃与7-氮杂苯并降冰片二烯的氧化偶联（见方案； Cp * = C 5 Me 5）。含有RH的七元rhodacycle  C（烷基）键已被确立为关键中间体。