4-(Methylsulfinyl) biphenyl | 326809-15-8

• 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-(Methylsulfinyl) biphenyl
• 英文别名: 1-methylsulfinyl-4-phenylbenzene
• CAS: 326809-15-8
• 化学式: C₁₃H₁₂OS
• 分子量: 216.304
• InChiKey: CASCIAVZYYGMAJ-UHFFFAOYSA-N

物化性质

• 沸点：
  390.8±21.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  dimethylphenylsilylzinc chloride 、 4-(Methylsulfinyl) biphenyl 在 bis(triethylphosphine)nickel(II) bromide 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以75%的产率得到[1,1'-biphenyl]-4-yldimethyl(phenyl)silane
  参考文献：
  名称：

  烷基芳基亚砜与甲硅烷基锌试剂的镍催化甲硅烷基化反应

  摘要：

  用甲硅烷基锌试剂进行Ni（PEt 3）Cl 2催化的烷基芳基亚砜的甲硅烷基化。该方案允许烷基芳基亚砜在温和的反应条件下转化为芳基硅化合物，可耐受一定范围的官能团，并且适用于多种底物。

  DOI：

  10.1039/d1ob00840d
• 作为产物：
  描述：

  4-phenylthioanisole 在 双氧水 作用下， 以 丙酮 为溶剂， 反应 10.0h， 生成 4-(Methylsulfinyl) biphenyl
  参考文献：
  名称：

  Photophysics and Photostereomutation of Aryl Methyl Sulfoxides¹

  摘要：

  The effect of a methanesulfinyl group on the photophysics of several aromatic chromophores is reported. The spectroscopic singlet and triplet energies are affected only modestly, compared to that parent arenes, but the fluorescence yields fall by at least 1 order of magnitude. Fluorescence lifetimes are short. Fluorescence enhancements are observed on cooling the sulfoxides from room temperature to 77 K. High quantum yields of stereomutation are reduced as the temperature drops. There is not a consistent effect on triplet or phosphorescence yields. It is proposed that these results are consistent with a nonradiative pathway for deactivation of the singlet that results in stereomutation. A modest activation energy of a few kcal/mol is estimated for the photochemical racemization of 1-methanesulfinylpyrene

  DOI：

  10.1021/jo0056141

文献信息

• Inherent vs Apparent Chemoselectivity in the Kumada–Corriu Cross-Coupling Reaction
  作者：XiYe Hua、Jeanne Masson-Makdissi、Ryan J. Sullivan、Stephen G. Newman

  DOI：10.1021/acs.orglett.6b02631

  日期：2016.10.21

  The Kumada–Corriu reaction is a powerful tool for C–C bond formation, but is seldom utilized due to perceived chemoselectivity issues. Herein, we demonstrate that high-yielding couplings can occur in the presence of many electrophilic and heterocyclic functional groups. Our strategy is mechanically based, matching oxidative addition rates with the rate of syringe pump addition of the Grignard reagent

  Kumada-Corriu反应是形成C-C键的有力工具，但由于存在化学选择性问题，因此很少使用。在本文中，我们证明了在许多亲电和杂环官能团的存在下可以发生高产率的偶联。我们的策略是基于机械的，使氧化添加速率与格氏试剂的注射泵添加速率相匹配。连续输注ESI-MS研究发现了该策略有效的机械原因。
• A family of simple amide-derived air-stable P,O-ligands for Suzuki cross-coupling of unactivated aryl chlorides
  作者：Wei-Min Dai、Ye Zhang

  DOI：10.1016/j.tetlet.2004.12.133

  日期：2005.2

  variations, as hemilabile bidentate P,O-ligands in various Pd-catalyzed C–N and C–C bond forming reactions. We present here our results on the highly efficient Suzuki cross-coupling reactions of unactivated and/or sterically hindered aryl chlorides with arylboronic acids and a relationship of Aphos structures with catalytic efficacy.

  通过简单的一锅合成法从酰胺中高收率地设计和制备了在简单的N，N-二烷基芳基酰胺支架上工程化的一系列由空气稳定的酰胺衍生的膦（Aphos）配体。Aphos配体与其类似的阻转异构体变体已被使用，因为其在各种Pd催化的C–N和C–C键形成反应中具有半不稳定的双齿P，O-配体。我们在此介绍未活化和/或空间受阻的芳基氯与芳基硼酸的高效Suzuki交叉偶联反应以及Aphos结构与催化功效的关系。
• METHOD FOR PREPARING A POLYMER
  申请人：Industrial Technology Research Institute

  公开号：EP3190140A1

  公开（公告）日：2017-07-12

  A method for preparing a polymer is provided. The method for preparing a polymer includes subjecting at least one monomer having a structure represented by Formula (I) to a reaction in the presence of sulfonic acid, diphenyl amine, and oxygen-containing phosphide, obtaining a sulfonium salt polymer , wherein x is 0, 1, or 2; R1 is C1-6 alkyl group; and R2 is independently hydrogen, or C1-6 alkyl group.

  本发明提供了一种制备聚合物的方法。制备聚合物的方法包括在磺酸、二苯基胺和含氧磷化物存在下，使至少一种具有式（I）所代表结构的单体进行反应，得到锍盐聚合物 其中 x 为 0、1 或 2；R1 为 C1-6 烷基；R2 独立地为氢或 C1-6 烷基。
• Method for preparing a polymer
  申请人：INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE

  公开号：US10184028B2

  公开（公告）日：2019-01-22

  A method for preparing a polymer is provided. The method for preparing a polymer includes subjecting at least one monomer having a structure represented by Formula (I) to a reaction in the presence of sulfonic acid, diphenyl amine, and oxygen-containing phosphide, obtaining a sulfonium salt polymer wherein x is 0, 1, or 2; R1 is C1-6 alkyl group; and R2 is independently hydrogen, or C1-6 alkyl group. In particular, the molar ratio of the diphenyl amine to the oxygen-containing phosphide is from 4:1 to 1:1.

  本发明提供了一种制备聚合物的方法。制备聚合物的方法包括在磺酸、二苯基胺和含氧磷化物存在下，使至少一种具有式（I）所代表结构的单体进行反应，得到锍盐聚合物 其中 x 为 0、1 或 2；R1 为 C1-6 烷基；R2 独立地为氢或 C1-6 烷基。特别是，二苯基胺与含氧磷化物的摩尔比为 4:1 至 1:1。
• DERIVATIVES OF 18-AMINO SUBSTITUTED ANALOGS OF THE GELDAMYCIN HYDROQUINON WITH CYTOTOXIC ACTIVITY FOR THE TREATMENT OF CANCER
  申请人：Abraxis BioScience, LLC

  公开号：EP2091919B1

  公开（公告）日：2011-08-17