(Z)-2-Phenyl-1,4-hexadiene | 60754-94-1

• 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: (Z)-2-Phenyl-1,4-hexadiene
• 英文别名: cis-2-phenyl-1,4-hexadiene；[(4Z)-hexa-1,4-dien-2-yl]benzene
• CAS: 60754-94-1
• 化学式: C₁₂H₁₄
• 分子量: 158.243
• InChiKey: ONSPSKYUJDANDR-ARJAWSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  、 苯乙炔 生成 (Z)-2-Phenyl-1,4-hexadiene
  参考文献：
  名称：

  Frangin,Y.; Gaudemar,M., Bulletin de la Societe Chimique de France, 1976, # 7-8, p. 1173 - 1177

  摘要：

  DOI：

文献信息

• Cobalt-Catalyzed Regioselective Dehydrohalogenation of Alkyl Halides with Dimethylphenylsilylmethylmagnesium Chloride
  作者：Tsuneyuki Kobayashi、Hirohisa Ohmiya、Hideki Yorimitsu、Koichiro Oshima

  DOI：10.1021/ja804277x

  日期：2008.8.27

  dimethylphenylsilylmethylmagnesium chloride result in highly regioselective dehydrohalogenation. The reaction does not follow the conventional E2 elimination mechanism but includes beta-hydride elimination from the corresponding alkylcobalt intermediate. The interesting reaction mechanism of the cobalt-catalyzed dehydrohalogenation offered unique transformations that are otherwise difficult to attain.

  卤代烷烃与二甲基苯基甲硅烷基甲基氯化镁的钴催化反应导致高度区域选择性的脱卤化氢。该反应不遵循传统的 E2 消除机制，但包括从相应的烷基钴中间体中消除 β-氢化物。钴催化脱卤化氢的有趣反应机制提供了否则难以实现的独特转化。
• Highly Efficient Allyl Cross-Coupling Reactions of Allylindiums with Organic Electrophiles
  作者：Kooyeon Lee、Jinsung Lee、Phil Ho Lee

  DOI：10.1021/jo026121u

  日期：2002.11.1

  This paper describes highly efficient allyl cross-coupling reactions of allylindiums with organic electrophiles such as aryl and vinyl triflates, vinyl halides, dibromoolefin, and alkynyl iodide. The reactions were carried out using 4 mol % Pd(PPh3)4 in the presence of 3 equiv of LiCl in DMF at 100 degrees C under a nitrogen atmosphere. Allylindium, generated from the reaction of 1 equiv of indium

  本文描述了烯丙基lin与有机亲电子试剂（例如芳基和乙烯基三氟甲磺酸酯，乙烯基卤化物，二溴代烯烃和炔基碘）的高效烯丙基交叉偶联反应。在3当量的LiCl存在下，在DMF中，在氮气气氛下，在100℃下，使用4mol％的Pd（PPh 3）4进行反应。由1当量的铟与1.5当量的烯丙基卤反应生成的烯丙基铝作为偶合伴侣可提供最佳结果。本方法温和且易于应用，并且以良好至优异的产率产生了多种烯丙基化合物。
• Nickel-catalyzed olefination of cyclic benzylic dithioacetals by Grignard reagents. Scope and mechanism
  作者：Zhi Jie Ni、Nai Wen Mei、Xian Shi、Yih Ling Tzeng、Maw Cherng Wang、Tien Yau Luh

  DOI：10.1021/jo00012a043

  日期：1991.6

  The details of the first nickel-catalyzed olefination of cyclic dithioacetals to form substituted styrenes and aryl-substituted 1,4-pentadienes are described. The reaction represents a new synthetic use of the dithioacetal functionality. Only nickel complexes catalyzed these cross-coupling reactions; palladium complexes displayed no catalytic activity under the reaction conditions employed. Selective coupling occurred. A mechanism for the reaction is proposed. The experimental evidence indicates that, in these nickel-catalyzed couplings, cyclic dithioacetals are more reactive than their acyclic analogues. This increased reactivity appears to be the result of maintaining the two sulfur atoms in close proximity to each other by the use of a short chain of methylene groups.