1-(4-(sec-butylthio)phenyl)ethanone | 133480-27-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-(sec-butylthio)phenyl)ethanone
• 英文别名: 1-(4-Butan-2-ylsulfanylphenyl)ethanone
• CAS: 133480-27-0
• 化学式: C₁₂H₁₆OS
• 分子量: 208.324
• InChiKey: KQYUXNCKQZWFHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二仲丁基二硫醚 、 4-碘代苯乙酮 在 C₃₀H₂₃ClNiOP₂S 、 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 以50%的产率得到1-(4-(sec-butylthio)phenyl)ethanone
  参考文献：
  名称：

  C-S cross-coupling reactions catalyzed by a non-symmetric phosphinito-thiophosphinito PSCOP-Ni(II) pincer complex

  摘要：

  A new non-symmetric phosphinito-thiophosphinito POCSP-Ni(II) pincer compound was synthetized and characterized. The molecular structure of [NiCI(C6H3-2-(OPPh2)-6-(SPPh2))] (1) was unequivocally determined by single crystal X-ray diffraction analysis, showing the Ni center to be located into a slightly distorted square planar geometry. This compound was used as efficient catalyst in C-S couplings of disulfides with iodobenzenes, exhibiting good activity and selectivity as well as tolerance to different functional groups. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2018.07.063

文献信息

• Efficient nickel/N-heterocyclic carbene catalyzed C–S cross-coupling
  作者：Pei Guan、Changsheng Cao、Yun Liu、Yunfei Li、Pan He、Qian Chen、Gang Liu、Yanhui Shi

  DOI：10.1016/j.tetlet.2012.08.055

  日期：2012.11

  The cross-coupling reaction of aryl halides with aliphatic and aromatic thiols catalyzed by readily available Ni(OAc)(2) with N-heterocyclic carbene (NHC) is reported. Ni(OAc)(2)/NHC catalyst showed good activities toward various aryl halides in C-S coupling reaction, even with aryl chlorides. Reactions occurred in excellent yields, broad scope, and high tolerance of functional groups. (C) 2012 Elsevier Ltd. All rights reserved.
• C-S cross-coupling reactions catalyzed by a non-symmetric phosphinito-thiophosphinito PSCOP-Ni(II) pincer complex
  作者：Juan M. Serrano-Becerra、Hugo Valdés、Daniel Canseco-González、Valente Gómez-Benítez、Simón Hernández-Ortega、David Morales-Morales

  DOI：10.1016/j.tetlet.2018.07.063

  日期：2018.9

  A new non-symmetric phosphinito-thiophosphinito POCSP-Ni(II) pincer compound was synthetized and characterized. The molecular structure of [NiCI(C6H3-2-(OPPh2)-6-(SPPh2))] (1) was unequivocally determined by single crystal X-ray diffraction analysis, showing the Ni center to be located into a slightly distorted square planar geometry. This compound was used as efficient catalyst in C-S couplings of disulfides with iodobenzenes, exhibiting good activity and selectivity as well as tolerance to different functional groups. (C) 2018 Elsevier Ltd. All rights reserved.