(1Z,3E)-1,4-di-p-tolylbuta-1,3-diene | 72033-83-1

• 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: (1Z,3E)-1,4-di-p-tolylbuta-1,3-diene
• 英文别名: 1-methyl-4-[(1Z,3E)-4-(4-methylphenyl)buta-1,3-dienyl]benzene
• CAS: 72033-83-1
• 化学式: C₁₈H₁₈
• 分子量: 234.341
• InChiKey: KGLYHHCCIBZMLN-CIIODKQPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  (E)-4-methylstyrenyl bromide 生成 (1Z,3E)-1,4-di-p-tolylbuta-1,3-diene
  参考文献：
  名称：

  TAKAGI, KENTARO;MIMURA, HARUTAKA;INOKAWA, SABURO, BULL. CHEM. SOC. JAP., 1984, 57, N 12, 3517-3522

  摘要：

  DOI：

文献信息

• The<i>in situ</i>-Generated Nickel(0)-catalyzed Homo-coupling of Alkenyl Halides with Zinc Powder. A Specific Outcome in Stereochemistry
  作者：Kentaro Takagi、Harutaka Mimura、Saburo Inokawa

  DOI：10.1246/bcsj.57.3517

  日期：1984.12

  The catalytic activity of nickel(0) generated in situ from nickel(II) salt was examined in a dehalogenative coupling of alkenyl halides with zinc powder. The reaction of alkenyl bromides took place provided that potassium iodide was present to assist the reduction of nickel(II) with zinc powder, and also to convert the alkenyl bromides to the corresponding alkenyl iodides. A speculative view concerning

  在烯基卤化物与锌粉的脱卤偶联中检测了从镍 (II) 盐原位生成的镍 (0) 的催化活性。烯基溴化物的反应发生，前提是存在碘化钾以帮助用锌粉还原镍 (II)，并将烯基溴化物转化为相应的烯基碘化物。为了解释观察到的独特立体化学，提出了关于歧化步骤的推测性观点。
• Sequential Transformation of Terminal Alkynes to 1,3-Dienes by a Cooperative Cobalt Pyridonate Catalyst
  作者：Xuewen Zhuang、Jia-Yi Chen、Zhuoyi Yang、Mengjing Jia、Chengjuan Wu、Rong-Zhen Liao、Chen-Ho Tung、Wenguang Wang

  DOI：10.1021/acs.organomet.9b00486

  日期：2019.10.14

  1 bearing a phosphinopyridonate ligand for sequential transformation of aryl terminal alkynes to (E,Z)-1,3-dienes with excellent stereoselectivity. By cooperative metal–ligand reactivity, 1 reacts readily with the terminal alkynes to afford the alkynyl cobalt intermediate for dimerization, producing (E)-1,3-enynes, and then to smoothly catalyze reduction of the acetylene unit to the olefin by H3N·BH3

  我们描述了带有膦基吡啶酮配体的钴（II）催化剂1，用于将芳基末端炔烃连续转化为具有出色的立体选择性的（E，Z）-1,3-二烯。通过金属-配体的协同反应，1容易与末端炔烃反应以提供炔基钴中间体进行二聚，生成（E）-1,3-炔烃，然后平稳地催化乙炔单元被H 3还原为烯烃N·BH 3。在化学计量反应和DFT计算的基础上，提出了一个可行的二聚和转移加氢催化循环，表明钴催化剂具有通过吡啶鎓钴的合作活化胺-硼烷以及末端炔烃的能力。
• Palladium-catalyzed homocoupling reactions of organic tellurides
  作者：Yoshiaki Nishibayashi、Chan Sik Cho、Kouichi Ohe、Sakae Uemura

  DOI：10.1016/s0022-328x(96)06561-8

  日期：1996.12

  Organic tellurides containing a styryl moiety react in acetonitrile to give the corresponding homocoupling products, 1,3-dienes, with moderate to quantitative yields in the presence of a catalytic amount of Pd(OAc)(2) together with AgOAc at 25 degrees C. In contrast, such homocoupling reactions hardly occur with diaryl, alkyl aryl, dialkyl, and alkynyl aryl tellurides, even at reflux temperature and in the presence of a stoichiometric amount of palladium salt, in disagreement with reported results. The result of cross-over experiments suggests that this homocoupling reaction occurs between an alkenyl telluride and an alkenylpalladium species, the latter being formed via the migration of an alkenyl moiety from Te to Pd (transmetallation).