4'-nitro-5,6-dihydro-[1,1'-biphenyl]-3(4H)-one | 17159-99-8

• 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: 4'-nitro-5,6-dihydro-[1,1'-biphenyl]-3(4H)-one
• 英文别名: 3-(4-nitrophenyl)-cyclohex-2-enone；3-<4-Nitro-phenyl>-cyclohex-2-enon；3-(p-Nitrophenyl)cyclohexen-2-on-1；3-(4-Nitrophenyl)cyclohex-2-en-1-one
• CAS: 17159-99-8
• 化学式: C₁₂H₁₁NO₃
• 分子量: 217.224
• InChiKey: WGOYUDPQULIRHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5,6-二氢-[1,1’-联苯]-3(4H)-酮 在 硝酸 、 乙酸酐 作用下， 以 硝基甲烷 为溶剂， 生成 4'-nitro-5,6-dihydro-[1,1'-biphenyl]-3(4H)-one
  参考文献：
  名称：

  The photodimerization of 3-(p-anisyl)-2-cyclohexenone and 3-(p-nitrophenyl)-2-cyclohexenone

  摘要：

  对3-(对甲氧基苯基)-2-环己烯酮和3-(对硝基苯基)-2-环己烯酮进行紫外辐射后，在每种情况下都发现形成了单一的光二聚体，其结构已被确定为分别为顺式-反式-顺式头对头环丁烷衍生物XI和XIII。

  DOI：

  10.1139/v67-475

文献信息

• Examining the Scope of Deriving β-Aryl Enones from Enol Silanes as Ketone Equivalents <i>via</i> Pd(II)-Mediated Sequential Dehydrosilylation and Arylation
  作者：Subba Rao Polimera、Andivelu Ilangovan、Murugaiah A. M. Subbaiah

  DOI：10.1021/acs.joc.3c00502

  日期：2023.6.2

  Silyl enol ethers were examined as a masked source of saturated ketones to derive β-aryl enones and their derivatives by dehydrosilylation to generate enones in situ and subsequent oxidative arylation with arylboronic acids as transmetallation coupling partners using relayed Pd(II) catalysis in one pot under base-free conditions. Oxygen was found to be an efficient and green oxidant to enable both

  将甲硅烷基烯醇醚作为饱和酮的掩蔽源进行检测，通过脱氢硅烷化原位生成烯酮，然后使用中继 Pd(II) 催化在一锅中进行原位氧化芳基化和芳基硼酸作为金属转移偶联伙伴，从而衍生出 β-芳基烯酮及其衍生物。无碱基条件。氧气被发现是一种有效的绿色氧化剂，可以实现烯醇硅烷的脱氢硅烷化和芳基化。此外，芳基化条件可以定制设计，以利用芳基卤化物作为芳基化剂的替代来源。通过 35 个实例（收率高达 95%）研究了制备范围，并且机理研究暗示了基于阳离子 Pd(II) 的催化体系。
• Pd-Diimine: A Highly Selective Catalyst System for the Base-Free Oxidative Heck Reaction
  作者：Aditya L. Gottumukkala、Johannes F. Teichert、Dorus Heijnen、Niek Eisink、Simon van Dijk、Catalina Ferrer、Adri van den Hoogenband、Adriaan J. Minnaard

  DOI：10.1021/jo101942f

  日期：2011.5.6

  Pd(OAc)(2)/3 is an efficient catalyst system for the base-free oxidative Heck reaction that outperforms the currently available catalysts for the more challenging substrates studied. The catalyst system is highly selective, and works at room temperature with dioxygen as the oxidant.
• Mechanistic Insights into Palladium Leaching in Novel Pd/C-Catalyzed Boron-Heck Reaction of Arylboronic Acid
  作者：Mariam Degani、Mahesh Dighe、Sachin Lonkar

  DOI：10.1055/s-0032-1318110

  日期：——

  For the first time, Pd/C has been used for the Boron-Heck reaction, and the detailed mechanistic aspects of the reaction have been proven experimentally by a leaching test as well as by cyclic voltammetry studies. The results indicate that palladium leaching as a Pd(II) species, by oxidative addition of the arylboronic acid, is responsible for the reaction.