9-(2-hydroxy)phenylimino-4,5-diazafluorene | 216988-85-1

• 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: 9-(2-hydroxy)phenylimino-4,5-diazafluorene
• 英文别名: 2-(3,13-diazatricyclo[7.4.0.02,7]trideca-1(9),2(7),3,5,10,12-hexaen-8-ylideneamino)phenol
• CAS: 216988-85-1
• 化学式: C₁₇H₁₁N₃O
• 分子量: 273.294
• InChiKey: PSPMBMYJVDVZHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9-(2-hydroxy)phenylimino-4,5-diazafluorene 、 三(2-氯乙基)胺盐酸盐 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以41.3%的产率得到2,2',2''-tris[2-(4,5-diazafluoren-9-ylimino)phenoxyethyl]amine
  参考文献：
  名称：

  新型三核 Ru(II) 多吡啶配合物的合成、光物理和电化学性质

  摘要：

  通过 9-(2-羟基) 苯基亚氨基-4,5-二氮杂芴与 1,3,5-三(溴甲基)苯、1,3,5-三(溴甲基）-2,4,6-三甲基苯、三（2-氯乙基）胺盐酸盐和季戊四醇四甲苯磺酸酯，分别在 DMF 溶液中在氮气下。对于每个配体，Ru(II) 配合物是通过在 2-甲氧基乙醇中回流 Ru(bipy)2Cl2·2H2O 和配体来制备的。这些 Ru(II) 配合物的光物理行为已通过 UV-Vis 吸收和发光光谱法进行了研究。它们在室温下在 MeCN 溶液中在 442 nm 处显示出金属到配体的电荷转移吸收，在 77 K 下在 EtOH-MeOH (4 : 1, v/v) 玻璃状基质中在 574 nm 处发射。 Ru(II) 的电化学研究) 配合物在 1 处显示一个以 Ru(II) 为中心的氧化。

  DOI：

  10.1080/00958972.2011.646998

文献信息

• Synthesis, photophysical, and electrochemical properties of two polynuclear ruthenium(II) polypyridyl complexes containing diazafluorene
  作者：Feixiang Cheng、Jishu Chen、Fan Wang、Ning Tang、Longhai Chen

  DOI：10.1007/s11243-011-9504-0

  日期：2011.8

  and their corresponding Ru(II) polypyridyl complexes have been synthesized and characterized. The photophysical behaviors of the two complexes were investigated by UV–vis absorption and emission spectroscopy. They display metal-to-ligand charge transfer (MLCT) absorptions at around 443 nm in MeCN solution at room temperature and emission at around 573 nm in EtOH:MeOH (4:1) glassy matrix at 77 K. Electrochemical

  两个多足动物，四[2-(4,5-二氮杂芴-9-亚氨基)苯氧基甲基]甲烷(L1)和1,1,1-三[2-(4,5-二氮杂芴-9-亚氨基)苯氧基甲基]丙烷( L2) 及其相应的 Ru(II) 多吡啶配合物已被合成和表征。通过紫外-可见吸收和发射光谱研究了两种配合物的光物理行为。它们在室温下在 MeCN 溶液中显示约 443 nm 处的金属到配体电荷转移 (MLCT) 吸收，在 77 K 下在 EtOH:MeOH (4:1) 玻璃状基质中约 573 nm 处发射。两种配合物的电化学研究在大约 1.35 V 处显示了一个以 Ru(II) 为中心的氧化和三个以配体为中心的还原。
• Preparation, photophysical, and electrochemical properties of two tetranuclear ruthenium(II) polypyridyl complexes containing 4,5-diazafluorene
  作者：Feixiang Cheng、Chixian He、Hongju Yin、Ning Tang

  DOI：10.1007/s11243-012-9686-0

  日期：2013.4

  5-diazafluoren-9-ylimino)phenoxy moiety. The Ru(II) complexes [(bpy)8Ru4(L1)](PF6)8 and [(bpy)8Ru4(L2)](PF6)8 (bpy = 2,2′-bipyridine) have been obtained by refluxing Ru(bpy)2Cl2·2H2O and each ligand in 2-methoxyethanol. Both complexes exhibit metal-to-ligand charge transfer (MLCT) absorptions at around 443 nm and emission at around 574 nm. Electrochemical studies of both complexes display one Ru(II)-centered oxidation

  已经合成并表征了两个含有 4,5-二氮杂芴单元的四足配体 L1 和 L2。两种配体均由两种不等价的配位位点组成：一种涉及 4-(4,5-diazafluoren-9-ylimino) 苯氧基部分，另一种涉及 2-(4,5-diazafluoren-9-ylimino)苯氧基部分。Ru(II) 配合物 [(bpy)8Ru4(L1)](PF6)8 和 [(bpy)8Ru4(L2)](PF6)8 (bpy = 2,2'-联吡啶) 通过回流 Ru( bpy)2CL2·2H2O 和每个配体在 2-甲氧基乙醇中。两种配合物都在 443 nm 附近表现出金属到配体电荷转移 (MLCT) 吸收，在 574 nm 附近发射。两种配合物的电化学研究显示，在 1.33 V 附近有一个以 Ru(II) 为中心的氧化和三个以配体为中心的还原。
• Synthesis, photophysical, and electrochemical properties of six Ru(II) complexes: asymmetric ligands composed of 6-phenyl substituted 2,2′-bipyridine and 4,5-diazafluorene derivatives
  作者：Feixiang Cheng、Shiwen Yu、Pinhua Liu、Mingli Ren、Chixian He

  DOI：10.1080/00958972.2016.1235701

  日期：2016.12.1

  Abstract Six asymmetric ligands, 6-[(4,5-diazafluoren-9-ylimino)methyoxyphenyl]-2,2′-bipyridine (L1), 4-[(4,5-diazafluoren-9-ylimino)methyoxyphenyl]-6-phenyl-2,2′-bipyridine (L2), 6-[4-(4,5-diazafluoren-9-ylimino)phenoxybenzyl]-2,2′-bipyridine (L3), 4-[4-(4,5-diazafluoren-9-ylimino)phenoxybenzyl]-6-phenyl-2,2′-bipyridine (L4), 6-[2-(4,5-diazafluoren-9-ylimino)phenoxybenzyl]-2,2′-bipyridine (L5) and 4-[2-(4

  摘要 六个不对称配体，6-[(4,5-diazafluoren-9-ylimino)methyoxyphenyl]-2,2'-bipyridine (L1), 4-[(4,5-diazafluoren-9-ylimino)methyoxyphenyl]-6 -苯基-2,2'-联吡啶 (L2), 6-[4-(4,5-diazafluoren-9-ylimino)phenoxybenzyl]-2,2'-联吡啶 (L3), 4-[4-(4, 5-diazafluoren-9-ylimino)phenoxybenzyl]-6-phenyl-2,2'-bipyridine (L4), 6-[2-(4,5-diazafluoren-9-ylimino)phenoxybenzyl]-2,2'-bipyridine (L5) 和 4-[2-(4,5-diazafluoren-9-ylimino)pheno
• Synthesis, Spectroscopic, and Electrochemical Properties of Three Tetranuclear Ruthenium(II) Polypyridyl Complexes Based on 4,5-Diazafluorene
  作者：Feixiang Cheng、Chixian He、Hongju Yin、Ning Tang、Nengbang Hou

  DOI：10.1002/zaac.201300045

  日期：2013.6

  l]benzene (L2), and 1,2,4,5-tetrakis[(4,5-diazafluoren-9-ylimino)methyl]benzene (L3), and their corresponding RuII polypyridyl complexes [Ru(bpy)2}4(4-L1-3)](PF6)8 (bpy = 2,2-bipyridine) were synthesized and characterized. The spectroscopic behavior of the three complexes was investigated by UV/Vis absorption and emission spectroscopy. They display metal-to-ligand charge transfer (MLCT) absorptions

  三个四足配体 1,2,4,5-tetrakis[4-(4,5-diazafluoren-9-ylimino)phenoxymethyl] 苯 (L1), 1,2,4,5-tetrakis[2-(4,5- diazafluoren-9-ylimino)phenoxymethyl]苯 (L2) 和 1,2,4,5-tetrakis[(4,5-diazafluoren-9-ylimino)methyl] 苯 (L3)，以及它们相应的 RuII 多吡啶配合物 [合成并表征了 Ru(bpy)2}4(4-L1-3)](PF6)8 (bpy = 2,2-联吡啶)。通过紫外/可见吸收和发射光谱研究了三种配合物的光谱行为。它们在室温下在 CH3CN 溶液中在大约 443 nm 处显示出金属到配体电荷转移 (MLCT) 吸收，在 77 K 下在 EtOH/MeOH (4:1, v/v) 玻璃状基质中在大约 575
• Three trinuclear Ru(II) complexes containing 4,5-diazafluorene and 2,2′-bipyridine: synthesis, absorption spectrum, luminescence, and redox behavior
  作者：Feixiang Cheng、Chixian He、Lifeng Yao、Fan Wang、Ning Tang

  DOI：10.1080/00958972.2014.994512

  日期：2015.2.16

  Three heterotopic ligands L-1, L-2, and L-3 have been prepared by the reaction of 4,4-bis(bromomethyl)-2,2-bipyridine with 4,5-diazafluoren-9-oxime, 9-(2-hydroxy)phenylimino-4,5-diazafluorene, and 9-(4-hydroxy)phenylimino-4,5-diazafluorene, respectively, in DMF. The three ligands consist of two 4,5-diazafluorene units and one 2,2-bipyridine unit. Ru(II) complexes [Ru(bpy)(2)}(3)((3)-L1-3)](PF6)(6) (bpy=2,2-bipyridine) were prepared by refluxing Ru(bpy)(2)Cl(2)2H(2)O and the ligands in 2-methoxyethanol. The three Ru(II) complexes display metal-to-ligand charge-transfer absorption at 445-450nm and one Ru(II)-centered oxidation at 1.32V in CH3CN solution at room temperature. Upon excitation into the metal-to-ligand charge-transfer band, the emission intensities of [Ru(bpy)(2)}(3)((3)-L-2)](6+) and [Ru(bpy)(2)}(3)((3)-L-3)](6+) are almost equal to that of [Ru(bpy)(2)}(3)((3)-L-1)](6+) in CH3CN solution at room temperature, but weaker than that of [Ru(bpy)(2)}(3)((3)-L-1)](6+) in EtOH-MeOH (4:1, v/v) glassy matrix at 77K.