tetrathiafulvalene-3-pyridine-N-oxide | 1369519-82-3

• 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: tetrathiafulvalene-3-pyridine-N-oxide
• 英文别名: 3-[2-(1,3-Dithiol-2-ylidene)-1,3-dithiol-4-yl]-1-oxidopyridin-1-ium；3-[2-(1,3-dithiol-2-ylidene)-1,3-dithiol-4-yl]-1-oxidopyridin-1-ium
• CAS: 1369519-82-3
• 化学式: C₁₁H₇NOS₄
• 分子量: 297.447
• InChiKey: AAMAGLNIYWJUTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Tb(2-thenoyltrifluoroacetonato)3 hydrate 、 tetrathiafulvalene-3-pyridine-N-oxide 以 二氯甲烷 为溶剂， 反应 0.25h， 以42%的产率得到[Tb(tetrathiafulvalene-3-pyridine-N-oxide)(2-thenoyltrifluoroacetonate)₃]_{2 *0.5CH2Cl2}
  参考文献：
  名称：

  Lanthanide Dinuclear Complexes Involving Tetrathiafulvalene-3-pyridine-N-oxide Ligand: Semiconductor Radical Salt, Magnetic, and Photophysical Studies

  摘要：

  Centro-symmetric dinuclear complexes of formula [Ln-(tta)(3)(L)](2)center dot xCH(2)Cl(2), (tta(-) = 2-thenoyltrifluoroacetonate anion, x = 0.5 for Ln = Eu (la), Tb (3), and Dy (4) and x = 0 for Ln = Eu (1b) and Nd (2)) have been synthesized using the tetrathiafulvalene-3-pyridine-N-oxide as a bridging ligand (L). X-ray structures have shown the formation of channels with CH2Cl2 solvent inside. 1 is stable with both filled channels (at 150 K) and empty channels (at room temperature). The Dy-III analogue displays a complex butterfly like hysteresis loop at 1.5 K. Photophysical properties of the coordination complexes have been studied by solution and solid-state absorption spectroscopy. Time-dependent density functional theory (TD-DFT) calculations have been carried out on the diamagnetic Y-III derivative to shed light on the absorption spectrum. For 2, the excitation of the charge transfer transitions induces line shape emission in the near-infrared spectral range assigned to F-4(3/2) -> I-4(9/2), F-4(3/2) -> I-4(11/2), and F-4(3/2) -> I-4(13/2) neodymium centered transitions. The reversible redox-activity of the ligand L makes possible an original sensitization process involving a ligand centered charge separation followed by energy transfer to the Nd-III ion upon recombination.

  DOI：

  10.1021/ic302095h
• 作为产物：
  描述：

  3-溴吡啶-N-氧化物 、 (n-buthylstannyl)tetrathiafulvalene 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以55%的产率得到tetrathiafulvalene-3-pyridine-N-oxide
  参考文献：
  名称：

  四硫富瓦烯基电活性反铁磁耦合双s（III）配合物中的单分子磁体行为。

  摘要：

  所述的之间的反应[LN（TTA）3 ⋅2H] 2 ö前体（TTA -和四硫富瓦-3-吡啶= 2-thenoyltrifluoroacetonate阴离子）ñ氧化物配体（L 1）导致式双核配合物[{ LN（TTA）3（L 1）} 2 ]⋅ X  CH 2氯2（X = 0.5 LN =镝III（1）和X = 0 Ln为钆III（2））。晶体结构揭示了两个{Ln（tta）3}部分由两个供体通过氮氧化物基团桥接。Dy III中心采用扭曲的方形反棱柱形氧化多面体结构。两个镝之间交换相互作用的反铁磁性质III离子已经通过两种方法确定：1）用经验方法[镝（HFAC）3（L 2）2 ]的单核络合物作为模型（3）（HFAC - = 1,1,1,5,5,5-六氟乙酰丙酮根阴离子，L 2 =四硫富瓦烯酰氨基-2-吡啶-N-氧化物配体），和2）假设Dy III离子的伊辛模型给出交换能量为-2.30厘米-1，在2-10

  DOI：

  10.1002/chem.201100869

文献信息

• Lanthanide Dinuclear Complexes Involving Tetrathiafulvalene-3-pyridine-N-oxide Ligand: Semiconductor Radical Salt, Magnetic, and Photophysical Studies
  作者：Fabrice Pointillart、Boris Le Guennic、Olivier Maury、Stéphane Golhen、Olivier Cador、Lahcène Ouahab

  DOI：10.1021/ic302095h

  日期：2013.2.4

  Centro-symmetric dinuclear complexes of formula [Ln-(tta)(3)(L)](2)center dot xCH(2)Cl(2), (tta(-) = 2-thenoyltrifluoroacetonate anion, x = 0.5 for Ln = Eu (la), Tb (3), and Dy (4) and x = 0 for Ln = Eu (1b) and Nd (2)) have been synthesized using the tetrathiafulvalene-3-pyridine-N-oxide as a bridging ligand (L). X-ray structures have shown the formation of channels with CH2Cl2 solvent inside. 1 is stable with both filled channels (at 150 K) and empty channels (at room temperature). The Dy-III analogue displays a complex butterfly like hysteresis loop at 1.5 K. Photophysical properties of the coordination complexes have been studied by solution and solid-state absorption spectroscopy. Time-dependent density functional theory (TD-DFT) calculations have been carried out on the diamagnetic Y-III derivative to shed light on the absorption spectrum. For 2, the excitation of the charge transfer transitions induces line shape emission in the near-infrared spectral range assigned to F-4(3/2) -> I-4(9/2), F-4(3/2) -> I-4(11/2), and F-4(3/2) -> I-4(13/2) neodymium centered transitions. The reversible redox-activity of the ligand L makes possible an original sensitization process involving a ligand centered charge separation followed by energy transfer to the Nd-III ion upon recombination.
• Single-Molecule Magnet Behaviour in a Tetrathiafulvalene-Based Electroactive Antiferromagnetically Coupled Dinuclear Dysprosium(III) Complex
  作者：Fabrice Pointillart、Yann Le Gal、Stéphane Golhen、Olivier Cador、Lahcène Ouahab

  DOI：10.1002/chem.201100869

  日期：2011.9.5

  The reactions between the [Ln(tta)3]⋅2 H2O precursors (tta−=2‐thenoyltrifluoroacetonate anion) and the tetrathiafulvalene‐3‐pyridine‐N‐oxide ligands (L1) lead to dinuclear complexes of formula [Ln(tta)3(L1)}2]⋅x CH2Cl2 (x=0.5 for Ln=DyIII (1) and x=0 for Ln=GdIII (2)). The crystal structure reveals that two Ln(tta)3} moieties are bridged by two donors through the nitroxide groups. The DyIII centre

  所述的之间的反应[LN（TTA）3 ⋅2H] 2 ö前体（TTA -和四硫富瓦-3-吡啶= 2-thenoyltrifluoroacetonate阴离子）ñ氧化物配体（L 1）导致式双核配合物[ LN（TTA）3（L 1）} 2 ]⋅ X  CH 2氯2（X = 0.5 LN =镝III（1）和X = 0 Ln为钆III（2））。晶体结构揭示了两个Ln（tta）3}部分由两个供体通过氮氧化物基团桥接。Dy III中心采用扭曲的方形反棱柱形氧化多面体结构。两个镝之间交换相互作用的反铁磁性质III离子已经通过两种方法确定：1）用经验方法[镝（HFAC）3（L 2）2 ]的单核络合物作为模型（3）（HFAC - = 1,1,1,5,5,5-六氟乙酰丙酮根阴离子，L 2 =四硫富瓦烯酰氨基-2-吡啶-N-氧化物配体），和2）假设Dy III离子的伊辛模型给出交换能量为-2.30厘米-1，在2-10