2,7-dibromo-2'-(4-tert-butylphenyl-1H-tetrazol-5-yl)-9,9'-spirobifluorene | 876173-85-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,7-dibromo-2'-(4-tert-butylphenyl-1H-tetrazol-5-yl)-9,9'-spirobifluorene
• 英文别名: 2-(4-Tert-butylphenyl)-5-(2',7'-dibromo-9,9'-spirobi[fluorene]-2-yl)-1,3,4-oxadiazole
• CAS: 876173-85-2
• 化学式: C₃₇H₂₆Br₂N₂O
• 分子量: 674.434
• InChiKey: JOXKKGCVKYHULS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  42
• 可旋转键数：
  3
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,7-dibromo-2'-(4-tert-butylphenyl-1H-tetrazol-5-yl)-9,9'-spirobifluorene 、 二苯胺 在 palladium diacetate 三叔丁基膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以82%的产率得到2-[5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]-2-N',2-N',7-N',7-N'-tetraphenyl-9,9'-spirobi[fluorene]-2',7'-diamine
  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：

  2,7-二溴-9-芴酮 在 chromium(VI) oxide 、 盐酸 、 氯化亚砜 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醚 、 水 、 甲苯 、 苯 为溶剂， 反应 25.5h， 生成 2,7-dibromo-2'-(4-tert-butylphenyl-1H-tetrazol-5-yl)-9,9'-spirobifluorene
  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