8-chloro-4-ethyl-4H-bis[1,2,3]selenathiazolo[4,5-b:5',4'-e]pyridin-2-ium triflate | 1033551-34-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 8-chloro-4-ethyl-4H-bis[1,2,3]selenathiazolo[4,5-b:5',4'-e]pyridin-2-ium triflate
• CAS: 1033551-34-6
• 化学式: CF₃O₃S*C₇H₅ClN₃S₂Se₂
• 分子量: 537.712
• InChiKey: XRVDDFGSPIVFTM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  85.69
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  8-chloro-4-ethyl-4H-bis[1,2,3]selenathiazolo[4,5-b:5',4'-e]pyridin-2-ium triflate 在 N,N,N',N'-四甲基对苯二胺 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以86%的产率得到
  参考文献：
  名称：

  Enhanced Conductivity and Magnetic Ordering in Isostructural Heavy Atom Radicals

  摘要：

  Synthetic methods have been developed to generate the complete series of resonance-stabilized heterocyclic thia/selenazyl radicals 1a-4a. X-ray crystallographic studies confirm that all four radicals are isostructural, belonging to the tetragonal space group P (4) over bar2(1)m. The crystal structures consist of slipped pi-stack arrays of undimerized radicals packed about (4) over bar centers running along the z direction, an arrangement which gives rise to a complex lattice-wide network of close intermolecular E-2-E-2' contacts. Variable temperature conductivity (sigma) measurements reveal an increase in conductivity with increasing selenium content, particularly so When selenium occupies the E-2 position, with sigma(300 K) reaching a maximum (for E-1 = E-2 = Se) of 3.0 x 10(-4) S cm(-1). Thermal activation energies E-act follow a similar profile, decreasing with increasing selenium content along the series 1a (0.43 eV), 3a (0.31 eV), 2a (0.27 eV), 4a (0.19 eV). Variable temperature magnetic susceptibility measurements indicate that all four radicals exhibit S = 1/2 Curie-Weiss behavior over the temperature range 20-300 K. At lower temperatures, the three selenium-based radicals display magnetic ordering. Radical 3a, with selenium positioned at the E-1 site, undergoes a phase transition at 14 K to a weakly spin-canted (phi = 0.010 degrees) antiferromagnetic state. By contrast, radicals 2a and 4a, which both possess selenium in the E-2 position, order ferromagnetically, with Curie temperatures of T-c = 12.8 and 17.0 K, respectively. The coercive fields H-c at 2 K of 2a (250 Oe) and 4a (1370 Oe) are much larger than those seen in conventional light atom organic ferromagnets. The transport properties of the entire series 1a-4a are discussed in the light of Extended Huckel Theory band structure calculations.

  DOI：

  10.1021/ja801070d
• 作为产物：
  描述：

  4-ethyl-4H-bis[1,2,3]selenathiazolo[4,5-b:5',4'-e]pyridin-2-ium triflate 在 2,3-二氯碘苯 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以70%的产率得到8-chloro-4-ethyl-4H-bis[1,2,3]selenathiazolo[4,5-b:5',4'-e]pyridin-2-ium triflate
  参考文献：
  名称：

  Enhanced Conductivity and Magnetic Ordering in Isostructural Heavy Atom Radicals

  摘要：

  Synthetic methods have been developed to generate the complete series of resonance-stabilized heterocyclic thia/selenazyl radicals 1a-4a. X-ray crystallographic studies confirm that all four radicals are isostructural, belonging to the tetragonal space group P (4) over bar2(1)m. The crystal structures consist of slipped pi-stack arrays of undimerized radicals packed about (4) over bar centers running along the z direction, an arrangement which gives rise to a complex lattice-wide network of close intermolecular E-2-E-2' contacts. Variable temperature conductivity (sigma) measurements reveal an increase in conductivity with increasing selenium content, particularly so When selenium occupies the E-2 position, with sigma(300 K) reaching a maximum (for E-1 = E-2 = Se) of 3.0 x 10(-4) S cm(-1). Thermal activation energies E-act follow a similar profile, decreasing with increasing selenium content along the series 1a (0.43 eV), 3a (0.31 eV), 2a (0.27 eV), 4a (0.19 eV). Variable temperature magnetic susceptibility measurements indicate that all four radicals exhibit S = 1/2 Curie-Weiss behavior over the temperature range 20-300 K. At lower temperatures, the three selenium-based radicals display magnetic ordering. Radical 3a, with selenium positioned at the E-1 site, undergoes a phase transition at 14 K to a weakly spin-canted (phi = 0.010 degrees) antiferromagnetic state. By contrast, radicals 2a and 4a, which both possess selenium in the E-2 position, order ferromagnetically, with Curie temperatures of T-c = 12.8 and 17.0 K, respectively. The coercive fields H-c at 2 K of 2a (250 Oe) and 4a (1370 Oe) are much larger than those seen in conventional light atom organic ferromagnets. The transport properties of the entire series 1a-4a are discussed in the light of Extended Huckel Theory band structure calculations.

  DOI：

  10.1021/ja801070d