4,4,5,5,6,6,7,7,7-nonafluoro-1-(2-(methylthio)phenyl)-N-phenylhept-1-yn-3-imine | 1174217-47-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4,4,5,5,6,6,7,7,7-nonafluoro-1-(2-(methylthio)phenyl)-N-phenylhept-1-yn-3-imine
• CAS: 1174217-47-0
• 化学式: C₂₀H₁₂F₉NS
• 分子量: 469.374
• InChiKey: NJHWQJMIMXUNST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.0
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  二(氰基苯)二氯化钯 、 4,4,5,5,6,6,7,7,7-nonafluoro-1-(2-(methylthio)phenyl)-N-phenylhept-1-yn-3-imine 以 四氢呋喃 为溶剂， 以81%的产率得到[(C8H4S-3-C(C4F9)=NPh)Pd(μ-Cl)]2
  参考文献：
  名称：

  Intramolecular Thiopalladation of Thioanisole-Substituted Propargyl Imines: Synthesis of Benzothiophene-Based Palladacycles

  摘要：

  A highly selective intramolecular thiopalladation has been achieved by the treatment of o-SiVeC(6)H(4)C equivalent to CC(CF3)(=N-4-OCH3C6H4), 1, with PdCl2(PhCN)(2) in THF at 0 degrees C to afford [(C8H4S-3-) C(CF3) (=N-4-OCH3C6H4) Pd(mu-Cl)](2), 4. The mechanistic implications of the results with the aid of low-temperature H-1 NMR and ATR-IR spectroscopy are discussed.

  DOI：

  10.1021/om9003658
• 作为产物：
  描述：

  、 1-乙炔基-2-(甲硫基)苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 生成 4,4,5,5,6,6,7,7,7-nonafluoro-1-(2-(methylthio)phenyl)-N-phenylhept-1-yn-3-imine
  参考文献：
  名称：

  Heck-type coupling of intramolecularly-generated thiopalladacycles with alkenes: One pot syntheses of 3-alkenylbenzo[b]thiophenes

  摘要：

  A method for stoichiometric functionalization of benzothiophene is developed by Heck-type coupling of alkenes with intramolecularly-generated thiopalladacycles obtained from palladium salts and ortho-thioanisole-substituted propargyl imines. The synthetic strategy for preparing structurally diverse 3-alkenylbenzo[b]thiophene is also extended to 3-alkenylbenzo[b]selenophenes. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.02.009

文献信息

• New cyclopalladated benzothiophenes: a catalyst precursor for the Suzuki coupling of deactivated aryl chlorides
  作者：Madavu Salian Subhas、Shailesh S. Racharlawar、B. Sridhar、P. Kavin Kennady、Pravin R. Likhar、Mannepalli Lakshmi Kantam、Suresh K. Bhargava

  DOI：10.1039/b927367k

  日期：——

  with an excess of phosphine ligands in benzene at room temperature selectively afforded trans-bis(phosphine) palladium complexes in good yields. The trans-bis(tricyclohexylphosphine) palladium complex was found to be an active catalyst in the Suzuki coupling of electron rich aryl chlorides. The complex was also employed in the catalytic synthesis of sterically hindered biaryls. The anticancer activity

  二聚体 苯并噻吩合成的基于palladacycles 硫代苯甲醚取代的全氟烷基炔丙基亚胺和 钯（II）盐通过分子内硫代palpalpalation途径。的治疗苯并噻吩过量的基于palladacycles 膦 配体 苯 在室温下有选择地提供 反-双（膦）钯配合物，收率高。这反-双（三环己基膦）钯发现该络合物是富电子芳基氯的Suzuki偶联中的活性催化剂。该配合物还用于位阻联芳基的催化合成中。还讨论了palladacycles的抗癌活性。