4-azafluorenone hydrazone | 72568-67-3

• 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: 4-azafluorenone hydrazone
• 英文别名: indeno[1,2-b]pyridin-5-ylidenehydrazine
• CAS: 72568-67-3
• 化学式: C₁₂H₉N₃
• 分子量: 195.224
• InChiKey: UKJJAQGAJHQAID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.77
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.27
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-azafluorenone hydrazone 在 一水合肼 作用下， 反应 18.0h， 以81%的产率得到5H-茚并[1,2-b]吡啶
  参考文献：
  名称：

  Mlochowski, Jacek; Szulc, Zdzislaw, Polish Journal of Chemistry, 1983, vol. 57, # 1/3, p. 33 - 39

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氮杂-9-芴酮 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以76%的产率得到4-azafluorenone hydrazone
  参考文献：
  名称：

  An investigation on the second-order NLO properties of novel cationic cyclometallated Ir(III) complexes of the type [Ir(2-phenylpyridine)2(9-R-4,5-diazafluorene)]+ (R=H, fulleridene) and the related neutral complex with the new 9-fulleriden-4-monoazafluorene ligand

  摘要：

  Novel cationic cyclometallated Ir(III) complexes bearing diaza-or monoazafluorene substituted or not with a C60-fullerene moiety have been synthesized together with a novel interesting ligand 9-fulleriden-4-monoazafluorene and the related Ir(III) neutral complex [Ir(ppy)(2)(9-fulleriden-4-monoazafluorene)]. All complexes show a negative large value of mu beta(1.907) (600 to 2190 x 10(-48) esu), as determined by the Electric Field Induced Second Harmonic generation (EFISH) technique working at 1.907 mu m in 10(-3)M CH2Cl2 solution. The NLO response increases upon introduction of the fullerene moiety, due to a decrease of the interaction forces between the anion and cation within the ion pair which leads to an increase of the percentage of free ions, as evidenced by diffusion NMR experiments. Besides, it appeared that for the neutral complex [Ir(ppy)(2)(9-fulleriden-4-monoazafluorene)] the EFISH mu beta(1.907) value is lower than that of cationic Ir(III) complexes, but comparable or slightly lower to the values of other neutral Ir(III) complexes such as [Ir(ppy)(2)(RCOCR'COR)] (ppy = cyclometallated 2-phenylpyridine; R = Me, Ph; R' = H, 2,4-dinitrophenyl), confirming that the second-order NLO response of these neutral chromophores is dominated by ILCT processes concerning cyclometallated 2-phenylpyridines. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.10.018

文献信息

• Arylidenehydrazono-2(4)-azafluorenes
  作者：N. S. Proatakov、L. M. Kirillova、Hanna Bu Habib、L. A. Murugova

  DOI：10.1007/bf00519944

  日期：1986.2
• 9-Acetyl-(p-tolylcarbamoyl)aminoazafluorenes
  作者：N. S. Prostakov、Hanna Bu Habib、L. M. Kirillova、O. I. Sorokin、A. V. Varlamov

  DOI：10.1007/bf00506108

  日期：1983.7
• Mlochowski, Jacek; Szulc, Zdzislaw, Polish Journal of Chemistry, 1983, vol. 57, # 1/3, p. 33 - 39
  作者：Mlochowski, Jacek、Szulc, Zdzislaw

  DOI：——

  日期：——
• An investigation on the second-order NLO properties of novel cationic cyclometallated Ir(III) complexes of the type [Ir(2-phenylpyridine)2(9-R-4,5-diazafluorene)]+ (R=H, fulleridene) and the related neutral complex with the new 9-fulleriden-4-monoazafluorene ligand
  作者：Claudia Dragonetti、Adriana Valore、Alessia Colombo、Stefania Righetto、Giovanni Rampinini、Francesca Colombo、Luca Rocchigiani、Alceo Macchioni

  DOI：10.1016/j.ica.2011.10.018

  日期：2012.3

  Novel cationic cyclometallated Ir(III) complexes bearing diaza-or monoazafluorene substituted or not with a C60-fullerene moiety have been synthesized together with a novel interesting ligand 9-fulleriden-4-monoazafluorene and the related Ir(III) neutral complex [Ir(ppy)(2)(9-fulleriden-4-monoazafluorene)]. All complexes show a negative large value of mu beta(1.907) (600 to 2190 x 10(-48) esu), as determined by the Electric Field Induced Second Harmonic generation (EFISH) technique working at 1.907 mu m in 10(-3)M CH2Cl2 solution. The NLO response increases upon introduction of the fullerene moiety, due to a decrease of the interaction forces between the anion and cation within the ion pair which leads to an increase of the percentage of free ions, as evidenced by diffusion NMR experiments. Besides, it appeared that for the neutral complex [Ir(ppy)(2)(9-fulleriden-4-monoazafluorene)] the EFISH mu beta(1.907) value is lower than that of cationic Ir(III) complexes, but comparable or slightly lower to the values of other neutral Ir(III) complexes such as [Ir(ppy)(2)(RCOCR'COR)] (ppy = cyclometallated 2-phenylpyridine; R = Me, Ph; R' = H, 2,4-dinitrophenyl), confirming that the second-order NLO response of these neutral chromophores is dominated by ILCT processes concerning cyclometallated 2-phenylpyridines. (C) 2011 Elsevier B. V. All rights reserved.