5-(9,9'-spirobi[fluorene]-2-yl)-2H-tetrazole | 876173-87-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 5-(9,9'-spirobi[fluorene]-2-yl)-2H-tetrazole
• CAS: 876173-87-4
• 化学式: C₂₆H₁₆N₄
• 分子量: 384.44
• InChiKey: YKZCMBLALOTKCX-UHFFFAOYSA-N

物化性质

• 熔点：
  217-218 °C(Solv: ethanol (64-17-5))
• 沸点：
  622.6±65.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  30
• 可旋转键数：
  1
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  54.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(9,9'-spirobi[fluorene]-2-yl)-2H-tetrazole 、 对叔丁基苯甲酰氯 在 吡啶 作用下， 反应 8.0h， 以72%的产率得到2-(4-Tert-butylphenyl)-5-(9,9'-spirobi[fluorene]-2-yl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Synthesis, Structures, and Photoinduced Electron Transfer Reaction in the 9,9‘-Spirobifluorene-Bridged Bipolar Systems

  摘要：

  A series of 9,9'-spirobifluorene-bridged bipolar compounds DnAm bearing various n:m ratios for triarylamine (D) versus 1,3,4-oxadiazole-conjugated oligoaryl moiety (A) have been synthesized to investigate the corresponding photoinduced electron transfer (PET) property. The excitation behaviors were probed by steady-state absorption, emission, fluorescence solvatochromism, and femtosecond fluorescence up-conversion spectroscopy. The overall reaction dynamics can be rationalized by the rate of PET, in combination with solvent relaxation dynamics. It was found that the rate of PET is dependent on the anchored D/A ratio. The rate of D1A1 and D2A1 was resolved to be similar to 2.44 x 10(12) and 2.32 x 10(12) s(-1), respectively, while it is irresolvable in D1A2 and D2A2 (> 6.6 x 1011 s-1). In another approach, based on the comprehensive X-ray data, cyclicvoltammetry, and absorption/emission spectra, the rate of photoinduced electron transfer was also qualitatively estimated. Fair comparisons were made between experimental and theoretical approaches to gain detailed insight into the PET for the titled systems.

  DOI：

  10.1021/jo0512047
• 作为产物：
  描述：

  2-溴-9,9'-螺二芴 在 sodium azide 、 ammonium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 32.5h， 生成 5-(9,9'-spirobi[fluorene]-2-yl)-2H-tetrazole
  参考文献：
  名称：

  Synthesis, Structures, and Photoinduced Electron Transfer Reaction in the 9,9‘-Spirobifluorene-Bridged Bipolar Systems

  摘要：

  A series of 9,9'-spirobifluorene-bridged bipolar compounds DnAm bearing various n:m ratios for triarylamine (D) versus 1,3,4-oxadiazole-conjugated oligoaryl moiety (A) have been synthesized to investigate the corresponding photoinduced electron transfer (PET) property. The excitation behaviors were probed by steady-state absorption, emission, fluorescence solvatochromism, and femtosecond fluorescence up-conversion spectroscopy. The overall reaction dynamics can be rationalized by the rate of PET, in combination with solvent relaxation dynamics. It was found that the rate of PET is dependent on the anchored D/A ratio. The rate of D1A1 and D2A1 was resolved to be similar to 2.44 x 10(12) and 2.32 x 10(12) s(-1), respectively, while it is irresolvable in D1A2 and D2A2 (> 6.6 x 1011 s-1). In another approach, based on the comprehensive X-ray data, cyclicvoltammetry, and absorption/emission spectra, the rate of photoinduced electron transfer was also qualitatively estimated. Fair comparisons were made between experimental and theoretical approaches to gain detailed insight into the PET for the titled systems.

  DOI：

  10.1021/jo0512047

文献信息

• Synthesis, Structures, and Photoinduced Electron Transfer Reaction in the 9,9‘-Spirobifluorene-Bridged Bipolar Systems
  作者：Ken-Tsung Wong、Sung-Yu Ku、Yi-Ming Cheng、Xiauo-Yun Lin、Ying-Yueh Hung、Shih-Chieh Pu、Pi-Tai Chou、Gene-Hsiang Lee、Shie-Ming Peng

  DOI：10.1021/jo0512047

  日期：2006.1.1

  A series of 9,9'-spirobifluorene-bridged bipolar compounds DnAm bearing various n:m ratios for triarylamine (D) versus 1,3,4-oxadiazole-conjugated oligoaryl moiety (A) have been synthesized to investigate the corresponding photoinduced electron transfer (PET) property. The excitation behaviors were probed by steady-state absorption, emission, fluorescence solvatochromism, and femtosecond fluorescence up-conversion spectroscopy. The overall reaction dynamics can be rationalized by the rate of PET, in combination with solvent relaxation dynamics. It was found that the rate of PET is dependent on the anchored D/A ratio. The rate of D1A1 and D2A1 was resolved to be similar to 2.44 x 10(12) and 2.32 x 10(12) s(-1), respectively, while it is irresolvable in D1A2 and D2A2 (> 6.6 x 1011 s-1). In another approach, based on the comprehensive X-ray data, cyclicvoltammetry, and absorption/emission spectra, the rate of photoinduced electron transfer was also qualitatively estimated. Fair comparisons were made between experimental and theoretical approaches to gain detailed insight into the PET for the titled systems.