2,6-diphenylnaphthalene | 60706-24-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,6-diphenylnaphthalene
• CAS: 60706-24-3
• 化学式: C₂₂H₁₆
• 分子量: 280.369
• InChiKey: NHVMOQXOUKDYKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 二硫化碳 、 三氯化铝 作用下， 生成 2,6-diphenylnaphthalene
  参考文献：
  名称：

  The Dialkylation of Naphthalene. II. The Synthesis of 2,6-Diphenylnaphthalene

  摘要：

  DOI：

  10.1021/ja01243a038

文献信息

• Nickel-Catalyzed Cross-Coupling of Aryl Phosphates with Arylboronic Acids
  作者：Hu Chen、Zhongbin Huang、Xiaoming Hu、Guo Tang、Pengxiang Xu、Yufen Zhao、Chien-Hong Cheng

  DOI：10.1021/jo2000034

  日期：2011.4.1

  The Suzuki−Miyaura cross-coupling of aryl phosphates using Ni(PCy3)2Cl2 as an inexpensive, bench-stable catalyst is described. Broad substrate scope and high efficiency are demonstrated by the syntheses of more than 40 biaryls and by constructing complex organic molecules. The poor reactivity of aryl phosphates relative to aryl halides is successfully employed to construct polyarenes by selective cross-coupling

  描述了使用Ni（PCy 3）2 Cl 2作为廉价，稳定的催化剂对芳基磷酸酯进行的Suzuki-Miyaura交叉偶联。超过40个联芳基的合成以及构建复杂的有机分子证明了广泛的底物范围和高效率。通过使用Pd和Ni催化剂进行选择性交叉偶联，成功地将磷酸芳基酯相对于芳基卤化物的不良反应性用于构建聚芳烃。
• NHC-Nickel Catalyzed C–N Bond Cleavage of Mono-protected Anilines for C–C Cross-Coupling
  作者：Zheng-Bing Zhang、Ji-Bao Xia

  DOI：10.1021/acs.orglett.0c03660

  日期：2020.12.18

  A Ni-catalyzed aryl C–N bond cleavage of mono-protected anilines, N-arylsulfonamides, has been developed. A new N-heterocyclic carbene derived from benzoimidazole shows high reactivity for the C–N cleavage/C–C cross-coupling reaction. The ortho-directing group is not required to break the C–N bond of sulfonyl-protected anilines, which are not limited to π-extended anilines. The mechanistic studies

  已经开发了单保护的苯胺（N-芳基磺酰胺）的Ni催化的芳基C–N键裂解。一种新的衍生自苯并咪唑的N杂环卡宾对C–N裂解/ CC交叉偶联反应具有高反应活性。的邻位不要求导向基团打破磺酰基-保护的苯胺，这不限于π扩展苯胺的C-N键。机理研究表明，磺酰胺基镁盐是关键的偶联中间体。
• Transition-Metal-Catalyzed Cross-Couplings of Aryl Tosylates or Mesylates with Organoindium Reagents
  作者：Jie Wu、Liang Zhang、Yong Luo

  DOI：10.1055/s-0030-1258116

  日期：2010.7

  The first example of transition-metal-catalyzed cross-coupling reactions of aryl tosylates or mesylates with organoindium compounds is described. The desired carbon-carbon bond formation proceeds under mild conditions to generate the coupling products in good yields.

  描述了首例过渡金属催化的芳基甲苯磺酸酯或甲磺酸酯与有机铟化合物间的交叉偶联反应。在温和条件下顺利进行碳碳键的形成，生成了产率良好的偶联产物。
• Cross-coupling of Aryl/Alkenyl Silyl Ethers with Grignard Reagents through Nickel-catalyzed C–O Bond Activation
  作者：Fei Zhao、Da-Gang Yu、Ru-Yi Zhu、Zhenfeng Xi、Zhang-Jie Shi

  DOI：10.1246/cl.2011.1001

  日期：2011.9.5

  C–O activation and its application have drawn much attention since oxygen-based electrophiles are easily available, less toxic, and more environmentally benign. This letter presents systematically results on the Ni-catalyzed Kumada–Tamao–Corriu coupling based on siloxy arenes/alkenes, which provides a new strategy of silyl protection/C–C bond formation sequence in organic synthesis.

  C–O 激活及其应用引起了广泛关注，因为以氧为基础的亲电试剂易于获得、毒性较低，并且对环境更友好。本文系统地展示了基于硅氧芳烃/烯烃的镍催化 Kumada–Tamao–Corriu 交联反应的结果，为有机合成提供了一种新的硅保护/C–C 键形成序列策略。
• Control of reactive site in palladium-catalyzed Grignard cross-coupling of arenes containing both bromide and triflate
  作者：Takashi Kamikawa、Tamio Hayashi

  DOI：10.1016/s0040-4039(97)01655-9

  日期：1997.10

  Reaction of 4-bromophenyl triflate (1) with phenylmagnesium bromide in the presence of 5 mol % of PdCl2(dppp) gave 97% yield of 4-bromobiphenyl (2a), which was formed by selective replacement of triflate in 1 by phenyl. On the hand, bromide in 1 was substituted with the phenyl Grignard reagent selectively by use of PdCl2(meo-mop)2 to give 4-biphenyl triflate (3a) in high yield. The selective substitution

  4-溴苯基三氟甲磺酸酯（1）与苯基溴化镁在5 mol％的PdCl 2（dppp）存在下反应，可制得97％的4-溴联苯（2a），该产物是通过用苯基选择性取代1中的三氟甲磺酸酯而形成的。另一方面，通过使用PdCl 2（mem-mop）2选择性地用苯基格氏试剂代替溴中的1，从而以高收率得到了三氟甲磺酸4-联苯酯（3a）。在1与钯（0）膦配合物的化学计量反应中，证明了选择性取代发生在氧化加成钯（0）物种上。