propargyl 4-(2-thienyl)phenyl ether | 1307226-04-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: propargyl 4-(2-thienyl)phenyl ether
• CAS: 1307226-04-5
• 化学式: C₁₃H₁₀OS
• 分子量: 214.288
• InChiKey: KMHPQGDNHUUELP-UHFFFAOYSA-N

物化性质

• 沸点：
  344.8±32.0 °C(predicted)
• 密度：
  1.158±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  ammonium hexafluorophosphate 、 [铂(II)(4'-对甲苯基三联吡啶)氯化物]氯化物 、 propargyl 4-(2-thienyl)phenyl ether 在 KOH 、 CuI 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到[(4'-tolyl-trpy)Pt(C.ident.C-CH2-O-C6H4-C4H3S)]PF6
  参考文献：
  名称：

  Charge Transfer and Intraligand Excited State Interactions in Platinum-Sensitized Dithienylethenes

  摘要：

  The photophysical behavior for two photochromic Pt-terpyridine acetylide complexes containing pendant dithienylethenes (DTEs) bound to the metal through the alkynyl linkage is presented. Selective excitation of the Pt complex with visible light resulted in the metal-sensitized ring closing of the DTE unit. The central purpose of this study was to understand how excited state interactions govern the photophysics by correlating differences in the linkage of the two components with differences in the intramolecular energy transfer processes that occur between the Pt complex and the DTE. A series of model complexes without photochromic ligands were prepared and studied to elucidate the contributions of the triplet metal-to-ligand charge transfer and triplet intraligand states. It is demonstrated that reducing the orbital overlap of the metal-based and intraligand states by lengthening the linkage and eliminating a conjugated pathway is effective at dramatically decreasing the efficiency of intramolecular energy transfer. This is evidenced by the appearance of Pt-terpyridine based phosphorescence and a significant decrease in the observed rate of metal-sensitized ring closing of the DTE.

  DOI：

  10.1021/ic200200j
• 作为产物：
  描述：

  4-(2-噻吩基)苯酚 、 3-溴丙炔 在 potassium hydrogencarbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以87%的产率得到propargyl 4-(2-thienyl)phenyl ether
  参考文献：
  名称：

  Charge Transfer and Intraligand Excited State Interactions in Platinum-Sensitized Dithienylethenes

  摘要：

  The photophysical behavior for two photochromic Pt-terpyridine acetylide complexes containing pendant dithienylethenes (DTEs) bound to the metal through the alkynyl linkage is presented. Selective excitation of the Pt complex with visible light resulted in the metal-sensitized ring closing of the DTE unit. The central purpose of this study was to understand how excited state interactions govern the photophysics by correlating differences in the linkage of the two components with differences in the intramolecular energy transfer processes that occur between the Pt complex and the DTE. A series of model complexes without photochromic ligands were prepared and studied to elucidate the contributions of the triplet metal-to-ligand charge transfer and triplet intraligand states. It is demonstrated that reducing the orbital overlap of the metal-based and intraligand states by lengthening the linkage and eliminating a conjugated pathway is effective at dramatically decreasing the efficiency of intramolecular energy transfer. This is evidenced by the appearance of Pt-terpyridine based phosphorescence and a significant decrease in the observed rate of metal-sensitized ring closing of the DTE.

  DOI：

  10.1021/ic200200j