1-[2,6-bis[(1E)-1,2-diphenylethenyl]-4-chlorophenyl]pyrazole | 1417034-42-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1-[2,6-bis[(1E)-1,2-diphenylethenyl]-4-chlorophenyl]pyrazole
• 英文别名: 1-[4-chloro-2,6-bis[(E)-1,2-diphenylethenyl]phenyl]pyrazole
• CAS: 1417034-42-4
• 化学式: C₃₇H₂₇ClN₂
• 分子量: 535.088
• InChiKey: VRGIYMKKIRWZMP-WASGUHIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.8
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(4-chlorophenyl)-1H-pyrazole 、 二苯基乙炔 在 silver hexafluoroantimonate 、 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 以84%的产率得到1-[2,6-bis[(1E)-1,2-diphenylethenyl]-4-chlorophenyl]pyrazole
  参考文献：
  名称：

  Regioselective C–H Bond Cleavage/Alkyne Insertion under Ruthenium Catalysis

  摘要：

  The ruthenium-catalyzed coupling reactions of benzamides with alkynes in the presence of acetic acid as a promoter smoothly proceeded regio- and stereoselectively through a directed C-H bond cleavage to produce the corresponding ortho-alkenylated products. Phenylpyrazoles and related substrates also underwent a similar coupling to give dialkenylated products selectively. Several competitive experiments were performed to obtain mechanistic insight into both the mono- and dialkenylation reactions.

  DOI：

  10.1021/jo3025237

文献信息

• Regioselective C–H Bond Cleavage/Alkyne Insertion under Ruthenium Catalysis
  作者：Yuto Hashimoto、Koji Hirano、Tetsuya Satoh、Fumitoshi Kakiuchi、Masahiro Miura

  DOI：10.1021/jo3025237

  日期：2013.1.18

  The ruthenium-catalyzed coupling reactions of benzamides with alkynes in the presence of acetic acid as a promoter smoothly proceeded regio- and stereoselectively through a directed C-H bond cleavage to produce the corresponding ortho-alkenylated products. Phenylpyrazoles and related substrates also underwent a similar coupling to give dialkenylated products selectively. Several competitive experiments were performed to obtain mechanistic insight into both the mono- and dialkenylation reactions.