(Z,Z)-1,4-diphenyl-1,4-bis(phenylthio)buta-1,3-dien | 142144-52-3

• 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,Z)-1,4-diphenyl-1,4-bis(phenylthio)buta-1,3-dien
• 英文别名: (Z,Z')-1,4-diphenyl-1,4-bis(phenylsulfanyl)buta-1,3-diene；[(1Z,3Z)-4-phenyl-1,4-bis(phenylsulfanyl)buta-1,3-dienyl]benzene；(1Z,3Z)-1,4-diphenyl-1,4-bis(phenylthio)buta-1,3-diene；[(1Z,3Z)-1,4-diphenyl-4-phenylsulfanylbuta-1,3-dienyl]sulfanylbenzene
• CAS: 142144-52-3
• 化学式: C₂₈H₂₂S₂
• 分子量: 422.615
• InChiKey: BKAOGTHHUSYRFB-ZDSKVHJSSA-N

物化性质

• 沸点：
  601.7±55.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1，4-二苯基丁二炔 、 二苯二硫醚 在 sodium tetrahydroborate 作用下， 反应 0.5h， 以69%的产率得到(Z,Z)-1,4-diphenyl-1,4-bis(phenylthio)buta-1,3-dien
  参考文献：
  名称：

  Selective Synthesis of (Z)-Chalcogenoenynes and (Z,Z)-1,4-bis-Chalcogenbuta-1,3-dienes Using PEG-400

  摘要：

  We present here our results on the temperature controlled, selective hydrochalcogenation of 1,4-diorganyl-1,3-butadiynes with nucleophilic species of selenium, tellurium and sulfur generated in situ from the respective diaryl dichalcogenide and NaBH4. Using polyethylene glycol (PEG)-400 at 30 degrees C the (Z)-chalcogenoenynes are obtained and at 90 degrees C the (Z, Z)-bis-chalcogen-1,3-butadienes are produced in good to excellent yields. Alternatively to conventional oil bath heating, the use of microwave irradiation is also presented as an alternative energy source that provides the expected products in few minutes.

  DOI：

  10.5935/0103-5053.20160094

文献信息

• Hydrochalcogenation of Symmetrical and Unsymmetrical Buta-1,3-diynes with Diaryl Dichalcogenides: Facile Entry to (Z)-1-(Organylchalcogeno)but-1-en-3-yne Derivatives
  作者：Srinivasan Chandrasekaran、Cheerladinne Venkateswarlu

  DOI：10.1055/s-0034-1379330

  日期：——

  Abstract This work describes an efficient and stereoselective method for the hydrothiolation and -selenation of buta-1,3-diyne derivatives using diaryl disulfides or diselenides, respectively. In the presence of rongalite (HOCH2SO2Na) and potassium carbonate, buta-1,3-diynes undergo stereoselective addition of the thiolate or selenide anion generated in situ from diaryl disulfides or diselenides to

  摘要 这项工作描述了一种高效且立体选择性的方法，分别使用二芳基二硫化物或二硒化物对buta-1,3-diyne衍生物进行氢硫醇化和-硒化。在有钙锌矿（HOCH 2 SO 2 Na）和碳酸钾的情况下，对buta-1,3-diynes进行立体选择加成反应，该反应由二芳基二硫化物或二硒化物原位产生的硫醇盐或硒化物阴离子提供相应的（Z）-1-分别是亚硫烷基或（Z）-1-硒基烷基-1-en-3-炔衍生物。Buta-1,3-diynes与二芳基二硫化物或二硒化物在较高温度（70°C）下的反应以中等至良好的收率得到了单硫代/硒化和双硫代/硒化产物的混合物。 这项工作描述了一种高效且立体选择性的方法，分别使用二芳基二硫化物或二硒化物对buta-1,3-diyne衍生物进行氢硫醇化和-硒化。在有钙锌矿（HOCH 2 SO 2 Na）和碳酸钾的情况下，对buta-1,3-diynes进行立体选择加成反应，该反
• Transition metal-catalyzed cross-coupling of 1,4-diiodobutadienes with thiols—A novel route to 1,4-bis(R-sulfanyl)buta-1,3-dienes
  作者：I. G. Trostyanskaya、E. N. Maslova、M. A. Kazankova、I. P. Beletskaya

  DOI：10.1134/s1070428008010028

  日期：2008.1

  Cross-coupling of 1,4-diiodobuta-1,3-dienes with thiols in the presence of Pd, Ni, and Cu complexes gives 1,4-bis[aryl(alkyl)sulfanyl]buta-1,3-dienes in high yields.

  1,4-二碘丁-1,3-二烯与硫醇在 Pd、Ni 和 Cu 配合物存在下交叉偶联，得到 1,4-双[芳基（烷基）硫基]丁-1,3-二烯产量。
• Zur Regio- und Stereoselektivit�t nucleophiler Thioladditionen an Polyine
  作者：A. Zschunke、C. M�gge、E. Hintzsche、W. Schroth

  DOI：10.1002/prac.19923340208

  日期：——

  Nucleophilic thiophenol additions to alpha,omega-diphenyl polyines Ph-(C = C)n-Ph (n = 2-4) (1-3) take a regio- and stereoselective course. The well-defined, crystalline addition products bind the phenylthio group in terminal position of the aliphatic chain, the resulting C,C-double bonds of the mono( 4, 6, 8) and bis-addition products (5, 7, 9) are (Z)-configurated, as unequivocally proved by C-13-n.m.r. analysis.