(E)-1-methyl-4-(4,5-dimethyl-2,4-hexadienyl)benzene

• 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: (E)-1-methyl-4-(4,5-dimethyl-2,4-hexadienyl)benzene
• 英文别名: 1-[(2E)-4,5-dimethylhexa-2,4-dienyl]-4-methylbenzene
• 化学式: C₁₅H₂₀
• 分子量: 200.324
• InChiKey: BSFBMKLEEJIEJO-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  Alpha-甲基苯乙烯 、 2,3-二甲基-1,3-丁二烯 在 (η6-naphthalene)(η4-1,5-cyclooctadiene)ruthenium(0) 作用下， 以 甲苯 为溶剂， 生成 (E)-1-methyl-4-(4,5-dimethyl-2,4-hexadienyl)benzene 、 (E)-1-methyl-4-(4,5-dimethyl-1,4-hexadienyl)benzene
  参考文献：
  名称：

  Mechanistic insights into catalytic linear cross-dimerization between conjugated dienes and styrenes by a ruthenium(0) complex

  摘要：

  The mechanistic studies for linear cross-dimerization between 2,3-dimethylbuta-1,3-diene and styrene by a Ru(0) complex, Ru(eta(6)-naphthalene)(eta(4)-1,5-COD) (1), are performed both by kinetic and computational studies. This reaction is basically zero-order to both of the diene and styrene concentrations and first-order to the catalyst concentration. The Hammett plot using p-substituted styrenes gives a linear relationship with a positive slope (rho = +0.482). The deuterium isotope experiment clearly shows the present reaction being a formal 1,4-addition of a C-H bond in styrene to cisoid-1,3-diene. These kinetic studies show the reaction proceeding via oxidative coupling mechanism that is also supported by the DFT calculations. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2015.08.022

文献信息

• Mechanistic insights into catalytic linear cross-dimerization between conjugated dienes and styrenes by a ruthenium(0) complex
  作者：Masafumi Hirano、Takao Ueda、Nobuyuki Komine、Sanshiro Komiya、Saki Nakamura、Hikaru Deguchi、Susumu Kawauchi

  DOI：10.1016/j.jorganchem.2015.08.022

  日期：2015.11

  The mechanistic studies for linear cross-dimerization between 2,3-dimethylbuta-1,3-diene and styrene by a Ru(0) complex, Ru(eta(6)-naphthalene)(eta(4)-1,5-COD) (1), are performed both by kinetic and computational studies. This reaction is basically zero-order to both of the diene and styrene concentrations and first-order to the catalyst concentration. The Hammett plot using p-substituted styrenes gives a linear relationship with a positive slope (rho = +0.482). The deuterium isotope experiment clearly shows the present reaction being a formal 1,4-addition of a C-H bond in styrene to cisoid-1,3-diene. These kinetic studies show the reaction proceeding via oxidative coupling mechanism that is also supported by the DFT calculations. (C) 2015 Elsevier B.V. All rights reserved.