triethyl-(4-methyl-1,2-diphenylpenta-2,4-dienyloxy)silane

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: triethyl-(4-methyl-1,2-diphenylpenta-2,4-dienyloxy)silane
• 英文别名: triethyl-[(2E)-4-methyl-1,2-diphenylpenta-2,4-dienoxy]silane
• 化学式: C₂₄H₃₂OSi
• 分子量: 364.603
• InChiKey: VKZDZZRYLCQYMH-FCDQGJHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.41
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  三乙基硅烷 、 (3-methylbut-3-en-1-ynyl)benzene 、 苯甲醛 在 bis(1,5-cyclooctadiene)nickel (0) 、 2,3-dihydro-1H-1,3-dimesylimidazole-2-carbene 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.33h， 以84%的产率得到triethyl-(4-methyl-1,2-diphenylpenta-2,4-dienyloxy)silane
  参考文献：
  名称：

  Ligand-Dependent Scope and Divergent Mechanistic Behavior in Nickel-Catalyzed Reductive Couplings of Aldehydes and Alkynes

  摘要：

  A new procedure for catalytic reductive coupling of aldehydes and alkynes has been developed. The procedure uses Ni(COD)2 with an imidazolium carbene ligand as the catalyst and triethylsilane as the reducing agent. A crossover deuterium-labeling experiment illustrated that variants involving trialkyl phosphines and imidazolium carbene ligands with a nickel catalyst proceed by different mechanisms.

  DOI：

  10.1021/ja049644n

文献信息

• Ligand-Dependent Scope and Divergent Mechanistic Behavior in Nickel-Catalyzed Reductive Couplings of Aldehydes and Alkynes
  作者：Gireesh M. Mahandru、Gang Liu、John Montgomery

  DOI：10.1021/ja049644n

  日期：2004.3.1

  A new procedure for catalytic reductive coupling of aldehydes and alkynes has been developed. The procedure uses Ni(COD)2 with an imidazolium carbene ligand as the catalyst and triethylsilane as the reducing agent. A crossover deuterium-labeling experiment illustrated that variants involving trialkyl phosphines and imidazolium carbene ligands with a nickel catalyst proceed by different mechanisms.