2,3',4,5-tetramethyl-1,2,3,6-tetrahydro-1,1'-biphenyl

• 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: 2,3',4,5-tetramethyl-1,2,3,6-tetrahydro-1,1'-biphenyl
• 英文别名: 1-methyl-3-[(1R,6R)-3,4,6-trimethylcyclohex-3-en-1-yl]benzene
• 化学式: C₁₆H₂₂
• 分子量: 214.351
• InChiKey: RKGDJGZKWQLNMR-GDBMZVCRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  1-(m-tolyl)propan-1-ol 在 tris(2,4-dibromophenyl)aminium hexachlorantimonate 、 三氯氧磷 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 2,3',4,5-tetramethyl-1,2,3,6-tetrahydro-1,1'-biphenyl
  参考文献：
  名称：

  Mechanistic aspects of aminium salt-catalyzed Diels-Alder reactions: The substrate ionization step

  摘要：

  Substituent effects in the aminium salt catalyzed Diels-Alder reactions of 2,3-dimethyl-1,3-butadiene with a series of meta and para substituted beta-methylstyrenes are used to probe detailed mechanistic aspects of these reactions. Kinetic studies were carried out using two different aminium salt catalysts and also electrochemically, using anodic potentials corresponding to the oxidation potentials of the aminium salts. Substituent effects in the equilibrium oxidations of the styrene substrates to the corresponding cation radicals were also studied, via oxidation potential measurements. The results indicate rate determining one electron oxidation of the sytrenes to their cation radicals via an outer sphere electron transfer.

  DOI：

  10.1002/(sici)1099-1395(199608)9:8<529::aid-poc813>3.0.co;2-1

文献信息

• Radical Cation Diels–Alder Reactions by TiO₂ Photocatalysis
  作者：Kaii Nakayama、Naoya Maeta、Genki Horiguchi、Hidehiro Kamiya、Yohei Okada

  DOI：10.1021/acs.orglett.9b00526

  日期：2019.4.5

  Radical cation Diels–Alder reactions by titanium dioxide (TiO2) photocatalysis in lithium perchlorate/nitromethane solution are described. TiO2 photocatalysis promotes reactions between electron-rich dienes and dienophiles, which would otherwise be difficult to accomplish due to electronic mismatching. The reactions are triggered by hole oxidation of the dienophile and are completed by the excited

  描述了在高氯酸锂/硝基甲烷溶液中通过二氧化钛（TiO 2）光催化的自由基阳离子Diels–Alder反应。TiO 2光催化促进富电子二烯与亲二烯体之间的反应，否则由于电子失配而难以完成。该反应由亲二烯体的空穴氧化触发，并且通过在没有任何牺牲底物的情况下在分散的表面上自由基阳离子中间体的激发电子还原来完成。
• Mechanistic aspects of aminium salt-catalyzed Diels-Alder reactions: The substrate ionization step
  作者：Wang Yueh、Nathan L. Bauld

  DOI：10.1002/(sici)1099-1395(199608)9:8<529::aid-poc813>3.0.co;2-1

  日期：1996.8

  Substituent effects in the aminium salt catalyzed Diels-Alder reactions of 2,3-dimethyl-1,3-butadiene with a series of meta and para substituted beta-methylstyrenes are used to probe detailed mechanistic aspects of these reactions. Kinetic studies were carried out using two different aminium salt catalysts and also electrochemically, using anodic potentials corresponding to the oxidation potentials of the aminium salts. Substituent effects in the equilibrium oxidations of the styrene substrates to the corresponding cation radicals were also studied, via oxidation potential measurements. The results indicate rate determining one electron oxidation of the sytrenes to their cation radicals via an outer sphere electron transfer.