(2-methoxyphenyl)bis(2-thiomethylphenyl)phosphine | 253686-46-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-methoxyphenyl)bis(2-thiomethylphenyl)phosphine
• 英文别名: o-methoxyphenylbis(o-thiomethylphenyl)phosphane；(2-Methoxyphenyl)-bis(2-methylsulfanylphenyl)phosphane
• CAS: 253686-46-3
• 化学式: C₂₁H₂₁OPS₂
• 分子量: 384.503
• InChiKey: BIMBKUGLMHKILN-UHFFFAOYSA-N

物化性质

• 沸点：
  496.0±40.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  59.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dichloro(cycloocta-1,5-diene)palladium (II) 、 (2-methoxyphenyl)bis(2-thiomethylphenyl)phosphine 以 乙醚 为溶剂， 以67.9%的产率得到trans-dichlorobis[o-methoxyphenylbis(o-thiomethylphenyl)phosphane]palladium(II)
  参考文献：
  名称：

  Palladium‐Catalyzed Suzuki–Miyaura Cross‐Coupling of Various Aryl Halides Using ortho ‐Alkyl‐Substituted Arylphosphanes and ( ortho ‐Alkylphenyl)alkylphosphanes under Microwave Heating

  摘要：

  AbstractMono‐ and dinuclear palladium(II) chloride complexes of various ortho‐alkyl‐substituted aryl‐ and alkylphosphanes were prepared. Subsequently, these were characterized by 1H NMR and 31P{1H} NMR spectroscopy, X‐ray crystallographic studies and mass spectroscopy. The palladium complexes were screened as potential catalysts for the microwave‐assisted Suzuki–Miyaura coupling reaction of several aryl halides under aerobic conditions. A preliminary study showed that excellent results can be obtained even for electron‐rich bromides and unactivated aryl chlorides with an optimized solvent, base and catalyst loading using specific phosphane ligands. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  DOI：

  10.1002/ejic.200700705
• 作为产物：
  描述：

  2-溴苯甲醚 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 24.0h， 生成 (2-methoxyphenyl)bis(2-thiomethylphenyl)phosphine
  参考文献：
  名称：

  2-Thioanisyldichlorophosphine, new starting material for the preparation of multidentate phosphine ligands: syntheses and characterization of derivatives of 2-anisyl- and 2-thioanisyldichlorophosphines

  摘要：

  A new aryldichlorophosphine, 2-thioanisyldichlorophosphine, and its anisyl analogue, 2-anisyldichlorophosphine, were prepared by using an organozinc halide reagent of 2-thioanisole or 2-anisole with ethereal solution of PCl3 in refluxing conditions. From these aryldichlorophosphines, eight new multidentate phosphine ligands containing 2-thioanisyl, 4-thioanisyl, 2-anisyl, 1-naphthyl and 9-anthracenyl groups were synthesized and characterized. Characterization was based mainly on NMR spectroscopy and X-ray crystallography. The crystal structures of six ligands are reported. The electronic effects on basicity of ligands are discussed. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(99)00711-1