4-aza-9-diazo-9H-fluorene | 50555-86-7

• 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-aza-9-diazo-9H-fluorene
• 英文别名: 4-aza-9-diazofluorene；9-diazo-4-azafluorene；5-diazo-5H-indeno[1,2-b]pyridine；9-Diazo-4-azafluorenon；5-diazoindeno[1,2-b]pyridine
• CAS: 50555-86-7
• 化学式: C₁₂H₇N₃
• 分子量: 193.208
• InChiKey: ZSWARSXWSVMLCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  14.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-aza-9-diazo-9H-fluorene 反应 504.5h， 生成 5-phenylpyrazolo<3,4-l>-4-azaphenathrene
  参考文献：
  名称：

  螺[4-氮杂芴并吡唑啉]及其对吡唑并氮杂菲的热重排

  摘要：

  DOI：

  10.1007/bf00633507
• 作为产物：
  描述：

  4-氮杂-9-芴酮 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 17.5h， 生成 4-aza-9-diazo-9H-fluorene
  参考文献：
  名称：

  取代的二芳基重氮甲烷和重氮芴：结构，反应性和稳定性

  摘要：

  报道了几种取代的二芳基重氮甲烷和重氮芴的合成，以及它们的结构，反应性和稳定性的评估。

  DOI：

  10.1016/j.tetlet.2011.01.116

文献信息

• Uncatalysed diaryldiazo cyclopropanations on bicyclic lactams: access to annulated prolines
  作者：Lawrence Harris、Martin Gilpin、Amber L. Thompson、Andrew R. Cowley、Mark G. Moloney

  DOI：10.1039/c5ob00648a

  日期：——

  cycloaddition of substituted diaryldiazo compounds onto bicyclic unsaturated lactams derived from pyroglutamic acid efficiently leads to highly functionalised azatricyclononanes. The products are readily elaborated to deprotected pyroglutamate derivatives, providing rapid access to conformationally constrained amino acids and their analogues. Preliminary assessment of antibacterial activity against

  取代的二芳基重氮化合物在衍生自焦谷氨酸的双环不饱和内酰胺上的未催化环加成有效地导致高度官能化的氮杂三环壬烷。该产品易于修饰成脱保护的焦谷氨酸衍生物，可快速获得构象受限的氨基酸及其类似物。对一种革兰氏阳性和一种革兰氏阴性生物的抗菌活性的初步评估表明，在某些情况下，其疗效很高。
• A novel class of azatricyclononanes: pentasubstituted cyclopropanes from an uncatalysed reaction
  作者：Lawrence Harris、Martin Gilpin、Amber L. Thompson、Andrew R. Cowley、Mark G. Moloney

  DOI：10.1016/j.tetasy.2009.02.037

  日期：2009.5

  The direct and versatile stereoselective synthesis of a novel class of cyclopropyl derivatives of pyroglutamic acid is reported, using substituted diaryldiazo compounds. The course of the reaction has been investigated, and yields of substituted fluorenylcyclopropanes are greater than those of diphenylmethyl-cyclopropane analogues. (C) 2009 Elsevier Ltd. All rights reserved.
• Reaction of 9-diazo-4-azafluorene with unsaturated compounds and cyclic ketones
  作者：N. S. Prostakov、A. V. Varlamov、A. Hussein、A. A. Fomichev、N. A. Ryabova、E. E. Stashenko

  DOI：10.1007/bf00497215

  日期：1990.4
• New method of constructing the 1-pyrazoline ring
  作者：N. S. Prostakov、A. V. Varlamov、Hussein Annan、A. A. Fomichev、A. �. Aliev

  DOI：10.1007/bf00473881

  日期：1989.12
• 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.