1-(2-苯基乙烯基)-3,5-二(三氟甲基)苯 | 922172-81-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-(2-苯基乙烯基)-3,5-二(三氟甲基)苯
• 英文名称: 1-styryl-3,5-bis(trifluoromethyl)benzene
• 英文别名: 1-(2-Phenylethenyl)-3,5-bis(trifluoromethyl)benzene；1-(2-phenylethenyl)-3,5-bis(trifluoromethyl)benzene
• CAS: 922172-81-4
• 化学式: C₁₆H₁₀F₆
• 分子量: 316.246
• InChiKey: FXLRRKUKKSRPIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯乙烯 、 3,5-双三氟甲基溴苯 在 bis(η3-allyl-μ-chloropalladium(II)) 、 6H-dibenzo[d,f-1,3]diazepin-6-ylidene-5,7-dihydro-5,7-diphenylphosphanyl 、 sodium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 24.0h， 以61%的产率得到1-(2-苯基乙烯基)-3,5-二(三氟甲基)苯
  参考文献：
  名称：

  6H-Dibenzo[d,f-[1,3]diazepin-6-ylidene,5,7-dihydro-5,7-diphenylphosphanyl]: A new ligand for palladium-catalyzed Mizoroki–Heck coupling

  摘要：

  A novel and conveniently prepared diphosphine ligand 6H-Dibenzo[d,f-[1,3]diazepin-6-ylidene,5,7-dihydro-5,7-diphenylphosphanyl] (DADPP) combined with [Pd(C3H5)Cl](2) affords an efficient catalytic system for Mizoroki-Heck cross-coupling of aryl halides with alkenes. The system could give the yield of 95% for 4-chloronitrobenzene with 0.05 mol.% [Pd(C3H5)Cl](2). For the bromide-substituted substrates, the highest turnover number (TON) is up to 96,000,000. (C) 2014 Published by Elsevier B.V.

  DOI：

  10.1016/j.catcom.2014.07.031

文献信息

• Pd-TPPTS catalyzed Mizoroki–Heck coupling in halogen-free ionic liquids [Rmim][p-CH3C6H4SO3]
  作者：Juan Wei、Hai-Yan Fu、Rui-Xiang Li、Hua Chen、Xian-Jun Li

  DOI：10.1016/j.catcom.2011.01.008

  日期：2011.3

  A highly efficient system composed of Pd-TPPTS [TPPTS: trisodium salt of tri(m-sulphonylphenyl)phosphine] and halogen-free ionic liquid ([Rmim][p-CH3C6H4SO3), R = methyl, ethyl, n-butyl, n-hexyl, n-octyl, n-dodecyl) has been established for Heck coupling of aryl halides with styrene. Most of the investigated substrates could give the complete conversions (> 95%) with the catalyst of 1 mol% at 110 degrees C. The resulting products can be easily separated from the ionic liquids by simple liquid-liquid extraction, and the catalyst immobilized by ionic liquids can be consecutively run five times without significant loss in catalytic activity. (c) 2011 Elsevier B.V. All rights reserved.
• 6H-Dibenzo[d,f-[1,3]diazepin-6-ylidene,5,7-dihydro-5,7-diphenylphosphanyl]: A new ligand for palladium-catalyzed Mizoroki–Heck coupling
  作者：Zhi-jie Jiang、Wei Wang、Rong Zhou、Lei Zhang、Hai-yan Fu、Xue-li Zheng、Hua Chen、Rui-xiang Li

  DOI：10.1016/j.catcom.2014.07.031

  日期：2014.12

  A novel and conveniently prepared diphosphine ligand 6H-Dibenzo[d,f-[1,3]diazepin-6-ylidene,5,7-dihydro-5,7-diphenylphosphanyl] (DADPP) combined with [Pd(C3H5)Cl](2) affords an efficient catalytic system for Mizoroki-Heck cross-coupling of aryl halides with alkenes. The system could give the yield of 95% for 4-chloronitrobenzene with 0.05 mol.% [Pd(C3H5)Cl](2). For the bromide-substituted substrates, the highest turnover number (TON) is up to 96,000,000. (C) 2014 Published by Elsevier B.V.