3-diphenylthiophosphoryl-N-phenylmethylbenzenecarbothioamide | 1048667-69-1

• 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: 3-diphenylthiophosphoryl-N-phenylmethylbenzenecarbothioamide
• 英文别名: N-benzyl-3-diphenylphosphinothioylbenzenecarbothioamide
• CAS: 1048667-69-1
• 化学式: C₂₆H₂₂NPS₂
• 分子量: 443.573
• InChiKey: QCHHLUATNCSHJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  76.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二(氰基苯)二氯化钯 、 二氯甲烷 、 3-diphenylthiophosphoryl-N-phenylmethylbenzenecarbothioamide 以 二氯甲烷 为溶剂， 以89%的产率得到[PdCl(3-diphenylthiophosphoryl-N-phenylmethylbenzenecarbothioamide(1-H))]*0.8(dichloromethane)
  参考文献：
  名称：

  Cyclopalladated Complexes of 3-Thiophosphorylbenzoic Acid Thioamides: Hybrid Pincer Ligands of a New Type. Synthesis, Catalytic Activity, and Photophysical Properties

  摘要：

  Treatment of the 3-diphenylphosphorylbenzoic acid amides 3a,b with the Lawesson reagent resulted in 3-diphenylthiophosphorylbenzoic acid thioamides 4a,b, which easily underwent cyclopalladation at the C-2 position of the central benzene ring to give new hybrid pincer complexes 5a,b with kappa(3)-SCS coordination. Molecular structures of the complexes were characterized by X-ray diffraction. The peculiarities of chemical bonding in 5a were investigated via topological analysis of charge density in the crystal. The palladium complexes 5a,b demonstrated high catalytic activity for the Suzuki cross-coupling reactions of aryl bromides with phenylboronic acid and exhibited luminescence at 77 and 300 K.

  DOI：

  10.1021/om8002762
• 作为产物：
  描述：

  二苯基氯化膦 在 劳森试剂 、 氯化亚砜 、 magnesium 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 生成 3-diphenylthiophosphoryl-N-phenylmethylbenzenecarbothioamide 、 N-benzyl-3-diphenylphosphorylbenzenecarbothioamide
  参考文献：
  名称：

  Thiophosphoryl-, Thiophosphoryloxy-, and Thiophosphorylamino-Benzene Derivatives as Novel Classes of Hybrid Pincer Ligands

  摘要：

  The synthetic approaches to novel families of SCE (E = S',N,O) hybrid pincer-type ligands bearing thophosphoryl, thiophosphoryloxy, and thiophosphorylamino groups in various combinations with thiophosphoryl-, thiocarbamoyl-, and imine- (including that of benzothiazole ring) donating functions have been developed. All of the ligands readily undergo direct cyclometallation (metal = Pd(II), Pt(II)) to afford 5,5- or 5,6-membered pincer complexes. Palladium complexes displayed from high to excellent catalytic performance in the Suzuki cross-coupling reaction of aryl bromides and phenylboronic acid and the higher asymmetry for a complex served as a factor of its higher catalytic activity.

  DOI：

  10.1080/10426507.2010.507726