3-methyl-<1,1':2',1''>-terphenyl

• 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: 3-methyl-<1,1':2',1''>-terphenyl
• 英文别名: 1,1':2',1''-terphenyl-3-methyl；3-Methylterphenyl；1-methyl-3-(2-phenylphenyl)benzene
• 化学式: C₁₉H₁₆
• 分子量: 244.336
• InChiKey: XXKRKYCPIGXMAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  2-苯基环己酮 在 对甲苯磺酸 、 magnesium 作用下， 反应 3.5h， 生成 3-methyl-<1,1':2',1''>-terphenyl
  参考文献：
  名称：

  Synthesis and Biological Activities of New HMG-CoA Synthase Inhibitors: 2-Oxetanones with a Side Chain Containing Biphenyl, Terphenyl or Phenylpyridine

  摘要：

  A series of 1233A analogs containing biphenylyl, terphenylyl or phenylpyridyl groups in their side chain were synthesized and tested for the inhibitory activities against 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase and inhibition for the cholesterol biosynthesis in the mouse liver. The compounds with an oxetane, cyclobutanone or gamma-butyrolactone ring as isosters of a 2-oxetanone ring were entirely inactive. Among sythetic analogs, anti-4-[3-[2-(5-isopropyl-2-pyridyl)-ethyl]-phenyl]ethyl]-3-hydroxymethyl-2-oxetanone (10b) was most active in vitro. The structure-activity relationships on the transformations of 2-oxetanone and its side chain were obtained.

  DOI：

  10.3987/com-94-6720

文献信息

• Desulfurization of dibenzothiophene and dibenzothiophene sulfone via Suzuki–Miyaura type reaction: Direct access to o-terphenyls and polyphenyl derivatives
  作者：Rubén Gutiérrez-Ordaz、Juventino J. García

  DOI：10.1016/j.poly.2018.08.008

  日期：2018.11

  between the desulfurization of the corresponding substrates via a hydrodesulfurization (HDS) or by a hydrodesulfurative cross-coupling (HDSCC) reaction. Furthermore, in the absence of water sulfur-free poly-phenylic compounds were obtained in good yields as a result of a Suzuki–Miyaura type reaction, being the main product in most of the cases the corresponding o-terphenyl derivative, these products are

  摘要镍前体[Ni（dpepe）Cl2]在碱存在下介导了二苯并噻吩（DBT）或二苯并噻吩砜（DBTO2）与多种苯基硼酸的反应性。该反应在相对温和的条件下（70–100°C）在水性介质中进行。对反应性的研究揭示了水作为氢源的作用，并显示了通过加氢脱硫（HDS）或加氢脱硫交叉偶联（HDSCC）反应对相应底物进行脱硫之间的竞争。此外，在没有水的情况下，由于铃木-宫浦（Suzuki-Miyaura）型反应而获得了高收率的无硫聚苯基化合物，在大多数情况下，它们是主要的产物，相应的邻三联苯衍生物
• Steric and electronic effects of arsa-Buchwald ligands on Suzuki–Miyaura coupling reaction
  作者：Akifumi Sumida、Kenta Ogawa、Hiroaki Imoto、Kensuke Naka

  DOI：10.1039/d2dt04139a

  日期：——

  arsa-Buchwald ligands, arsenic analogs of Buchwald ligands, and found that these ligands are effective for sterically hindered substrates because of facilitating the transmetalation step owing to the longer arsenic–palladium bond. However, the relationship between the structure and steric/electronic properties of the arsa-Buchwald ligands has not yet been studied in detail. In this study, a series of arsa-Buchwald

  铃木-宫浦偶联 (SMC) 反应是最常用的交叉偶联反应之一。庞大的联芳基二烷基单膦配体，即, Buchwald 配体，有利于 SMC 反应。我们最近开发了一种用于 arsa-Buchwald 配体（Buchwald 配体的砷类似物）的合成程序，并发现这些配体对空间位阻底物有效，因为较长的砷-钯键促进了金属转移步骤。然而，尚未详细研究 arsa-Buchwald 配体的结构和空间/电子特性之间的关系。在这项研究中，合成了一系列具有各种烷基取代基的 arsa-Buchwald 配体。环戊基为 SMC 反应提供了最高的催化活性，特别是对于空间位阻底物。此外，计算分析了 arsa-Buchwald 配体的空间/电子特性。
• Synthesis and Biological Activities of New HMG-CoA Synthase Inhibitors: 2-Oxetanones with a Side Chain Containing Biphenyl, Terphenyl or Phenylpyridine
  作者：Hirokazu Hashizume、Hajime Ito、Naoaki Kanaya、Hajime Nagashima、Hiroyuki Usui、Reiko Oshima、Munefumi Kanao、Hiroshi Tomoda、Toshiaki Sunazuka、Tohru Nagamitsu、Hidetoshi Kumagai、Satoshi Omura

  DOI：10.3987/com-94-6720

  日期：——

  A series of 1233A analogs containing biphenylyl, terphenylyl or phenylpyridyl groups in their side chain were synthesized and tested for the inhibitory activities against 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase and inhibition for the cholesterol biosynthesis in the mouse liver. The compounds with an oxetane, cyclobutanone or gamma-butyrolactone ring as isosters of a 2-oxetanone ring were entirely inactive. Among sythetic analogs, anti-4-[3-[2-(5-isopropyl-2-pyridyl)-ethyl]-phenyl]ethyl]-3-hydroxymethyl-2-oxetanone (10b) was most active in vitro. The structure-activity relationships on the transformations of 2-oxetanone and its side chain were obtained.