3-pentafluoroethyl-5-(2-pyridyl) pyrazole | 188918-85-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-pentafluoroethyl-5-(2-pyridyl) pyrazole
• 英文别名: 3-pentafluoroethyl-5-(2-pyridyl)pyrazole；(pypz2)H；2-[5-(1,1,2,2,2-pentafluoroethyl)-1H-pyrazol-3-yl]pyridine
• CAS: 188918-85-6
• 化学式: C₁₀H₆F₅N₃
• 分子量: 263.17
• InChiKey: PIVAJFAMHDXNLM-UHFFFAOYSA-N

物化性质

• 沸点：
  336.7±42.0 °C(Predicted)
• 密度：
  1.458±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-pentafluoroethyl-5-(2-pyridyl) pyrazole 、 十二羰基三锇 以 neat (no solvent) 为溶剂， 以43%的产率得到[Os(CO)2(pypz2)2]
  参考文献：
  名称：

  Synthesis and Characterization of Metal Complexes Possessing the 5-(2-Pyridyl) Pyrazolate Ligands:  The Observation of Remarkable Osmium-Induced Blue Phosphorescence in Solution at Room Temperature

  摘要：

  A total of three distinctive main group and transition metal complexes containing the 2-pyridyl pyrazolate (pypz) ligand were prepared, namely, [B(C6F5)(2)(pypz)] (1), [Ru(CO)(2)-(pypz)(2)] (2), and [Os(CO)(2)(pypz)(2)] (3), where (pypz)H = 3-trifluoromethyl-5-(2-pyridyl)pyrazole. Single-crystal X-ray diffraction studies were carried out on complexes 2 and 3, revealing octahedral coordination geometry with two CO ligands located at cis dispositions. While the pypz ligand arrangement for complex 2 is in cis-(N-py,N-py) and trans- (N-pz,N-pz), complex 3 reveals a different configuration, cis-(N-pz,N-pz) and trans-(N-py,N-py) (N-py for pyridine-N and Npz for pyrazolate donor sites). Similar to that of the in-situ-prepared pypz anion, the boron complex [B(C6F5)(2)(pypz)] (1) exhibits a strong emission centered at 380 nm, which is unambiguously assigned to fluorescence derived from the S-1(pipi*)-->S-0 transition. In contrast to the nonluminescent behavior for Ru complex 2, the Os complex 3 displays unique, strong room-temperature phosphorescence, showing vibronic progressions at 430, 457, and 480 rim. The remarkable differences in photophysical properties were rationalized by a combination of pi-electron accepting CO ligand, relative pypz orientation, and heavy-atom-enhanced spin-orbit coupling effects.

  DOI：

  10.1021/om034037e
• 作为产物：
  描述：

  4,4,5,5,5-pentafluoro-1-(pyridin-2-yl)pentane-1,3-dione 在 肼 、 盐酸 作用下， 以 乙醇 为溶剂， 生成 3-pentafluoroethyl-5-(2-pyridyl) pyrazole
  参考文献：
  名称：

  Syntheses and remarkable photophysical properties of 5-(2-pyridyl) pyrazolate boron complexes; photoinduced electron transferElectronic supplementary information (ESI) available: Photophysical experimental details, the spectral data of all boron complexes, and crystal data of 2a. See http://www.rsc.org/suppdata/cc/b3/b309374c/

  摘要：

  一系列新型吡啶基吡唑酸盐硼配合物2a–e已被合成，其中2a–c由于光诱导电子转移反应表现出显著的双荧光特性。

  DOI：

  10.1039/b309374c