2-[[3-[(2-anilino-2-oxoethyl)sulfanylmethyl]phenyl]methylsulfanyl]-N-phenylacetamide | 197234-42-7

• 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-[[3-[(2-anilino-2-oxoethyl)sulfanylmethyl]phenyl]methylsulfanyl]-N-phenylacetamide
• CAS: 197234-42-7
• 化学式: C₂₄H₂₄N₂O₂S₂
• 分子量: 436.599
• InChiKey: LIDVIHHZJKAYQY-UHFFFAOYSA-N

物化性质

• 沸点：
  697.3±55.0 °C(Predicted)
• 密度：
  1.291±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.43
• 重原子数：
  30.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  58.2
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tetrakis(acetonitrile)palladium(II) tetrafluoroborate 、 2-[[3-[(2-anilino-2-oxoethyl)sulfanylmethyl]phenyl]methylsulfanyl]-N-phenylacetamide 、 乙腈 以 乙腈 为溶剂， 以91%的产率得到
  参考文献：
  名称：

  Calixarene Metalloreceptors. Synthesis and Molecular Recognition Properties of Upper-Rim Functionalized Calix[4]arenes Containing an Organopalladium Binding Site

  摘要：

  The compound 5,17-bis(2-chloroacetamido)-25,26,27,28-tetrapropoxycalix[4] arene, 4, was prepared in the cane conformation by the published method. Compound 4 was reacted with alpha,alpha'-m-xylenedithiol and sodium ethoxide under high-dilution conditions in ethanol solution. The resulting macrobicyclic calix[4]arene. HL1, 5, contains a symmetrically disposed macrocyclic loop across the upper rim of the calix[4]arene. Palladation of 5 yielded [Pd(L-1)(CH3CN)][BF4], 6. Similarly 5,17-bis[2-(4-(chloromethyl)phenoxy)acetamido]-25,26,27,28-tetrapropoxycalix[4]arene, 8, was used to prepare HL2, 9. Compound 9 is similar to 5 but contains an aromatic spacer group separating the xylyl fragment from the calixarene unit. Palladation of 9 yielded [Pd(L-2)(CH3CN)][BF4(]), 11. All new compounds and complexes were characterized in solution by H-1 NMR spectroscopy, and the molecular structure of 5 was verified by a single-crystal X-ray diffraction study. Compound 5 crystallized in the space group P2(1)/c with a = 23.5095(1) Angstrom, b = 9.9090(1) Angstrom, c = 23.3586(1) Angstrom, beta = 91.53(1)degrees, V = 5439.59(8) Angstrom(3), and Z = 4. The structure was refined to R(F) = 10.13% and R-w(F-2) = 21.91% for 5799 reflections with F-0(2) > 2 sigma(F-0(2)). Compounds 6 and 1 are calix[4]arene-based metalloreceptors containing an organopalladium binding site and a hydrophobic cavity provided by the calix[4]arene. Binding of a substrate through sigma-binding to the palladium center and interaction within the hydrophobic site were demonstrated in solution by H-1 NMR spectroscopy. These multiple receptor-substrate interactions are used by 11 for the molecular recognition of 4-phenylpyridine in the presence of 2-phenylpyridine or 3-phenylpyridine.

  DOI：

  10.1021/ic9705913