(E)-(4-chlorophenyl)(oct-1-en-1-yl)sulfane | 914604-05-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (E)-(4-chlorophenyl)(oct-1-en-1-yl)sulfane
• CAS: 914604-05-0
• 化学式: C₁₄H₁₉ClS
• 分子量: 254.824
• InChiKey: JNGQJSNBRXGDQK-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.92
• 重原子数：
  16.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  1-辛炔 、 4-氯苯硫酚 在 diphosphino-functionalized MCM-41 anchored rhodium complex [MCM-41-2P-RhCl(PPh₃)] 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以85%的产率得到(E)-(4-chlorophenyl)(oct-1-en-1-yl)sulfane
  参考文献：
  名称：

  Heterogeneous Hydrothiolation of Alkynes with Thiols Catalyzed by Diphosphino-Functionalized MCM-41 Anchored Rhodium Complex

  摘要：

  A novel diphosphino-functionalized MCM-41 anchored rhodium complex [MCM-41-2P-RhCl(PPh3)] was conveniently synthesized by the reaction of diphosphino-functionalized MCM-41 (MCM-41-2P) with RhCl(PPh3)(3). It was found that this rhodium complex is an efficient catalyst for the hydrothiolation of terminal alkynes with thiols and can be recovered and recycled by a simple filtration of the reaction solution and used for at least ten consecutive trials without any decreases in activity.

  DOI：

  10.1007/s10562-011-0732-x

文献信息

• Rhodium-catalyzed hydrothiolation of alkynes with thiols for construction of sulfur-containing π-conjugated systems
  作者：Aya Yoshimura、Akihiro Nomoto、Akiya Ogawa

  DOI：10.1007/s11164-014-1639-0

  日期：2014.7

  To synthesize sulfur-containing π-conjugated polymers, reaction conditions for rhodium-catalyzed hydrothiolation of terminal alkynes with arenethiols are optimized in detail. Under the optimized conditions, rhodium-catalyzed hydrothiolation of terminal alkynes proceeds regio- and stereoselectively to afford the corresponding vinyl sulfides via an anti-Markovnikov and syn-addition process. Then, the rhodium-catalyzed hydrothiolation is applied to polymerization of 2,5-diethynylthiophene with benzene-1,4-dithiol, which successfully provides sulfur-containing π-conjugated polymers with excellent regio- and stereoselectivities.

  为了合成含硫π共轭聚合物，我们详细优化了铑催化末端炔烃与壬硫醇氢硫化反应的条件。在优化的条件下，铑催化的末端炔烃氢硫化反应可通过反马尔科夫尼科夫和同步加成过程进行区域和立体选择性反应，生成相应的乙烯基硫化物。然后，将铑催化的氢硫化反应应用于 2,5- 二乙炔基噻吩与苯-1,4-二硫醇的聚合反应，成功地制备出了具有优异的区域和立体选择性的含硫 π 共轭聚合物。