bis(2-(4-formylphenyl)pyridinato-N,C2)iridium(acetylacetonate) | 1002340-37-5

• 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: bis(2-(4-formylphenyl)pyridinato-N,C2)iridium(acetylacetonate)
• 英文别名: [Ir(2,4-pentanedionate)(2-(4'-formylphenyl)pyridine(-1H))2]；Ir(4-(2-pyridyl)benzaldehyde(1-))2(acetylacetonate(1-))
• CAS: 1002340-37-5
• 化学式: C₂₉H₂₃IrN₂O₄
• 分子量: 655.733
• InChiKey: TVNJOIHQHVFQBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  DL-高半胱氨酸 、 bis(2-(4-formylphenyl)pyridinato-N,C2)iridium(acetylacetonate) 以 甲醇 、 二氯甲烷 为溶剂， 以16%的产率得到
  参考文献：
  名称：

  Selective Phosphorescence Chemosensor for Homocysteine Based on an Iridium(III) Complex

  摘要：

  A new homocysteine-selective sensor based on the iridium(III) complex Ir(pba)(2)(acac) (Hpba = 4-(2-pyridyl)benzaldehyde; acac = acetylacetone) was synthesized, and its' photophysical properties were studied. Upon the addition of homocysteine (Hcy) to a semi-aqueous solution of Ir(pba)(2)(acac), a color change from orange to yellow and a luminescent variation from deep red to green were evident to the naked eye. The blue-shift of the absorption spectrum and enhancement of the phosphorescence emission upon the addition of Hcy can be attributed to the formation of a thiazinane group by selective reaction of the aldehyde group of Ir(pba)(2)(acac) with Hcy, which was confirmed by H-1 NMR studies. Importantly, lr(pba)(2)(acac) shows uniquely luminescent recognition of Hcy over other amino acids (including cysteine) and thiol-related peptides (reduced glutathione), in agreement with the higher luminescent quantum yield of the adduct of Ir(pba)(2)(acac) with Hcy (0.038) compared with that of the adduct with Cys (-0.002). Both surface charge analysis and the electrochemical measurement indicated that a photoincluced electron-transfer process for lr(pba)(2)(acac)-Cys might be responsible for the high specificity of lr(pba)(2)(acac) toward Hcy over Cys.

  DOI：

  10.1021/ic7010887
• 作为产物：
  描述：

  2-溴吡啶 在 potassium phosphate monohydrate 、 palladium diacetate 作用下， 以 乙二醇乙醚 、 水 、 异丙醇 为溶剂， 反应 42.0h， 生成 bis(2-(4-formylphenyl)pyridinato-N,C2)iridium(acetylacetonate)
  参考文献：
  名称：

  Synthesis, thermal and optical properties of a novel bis(2-(4-dicyanovinylphenyl)pyridinato-N,C2)iridium(acetylacetonate)

  摘要：

  Bis(2-(4-formylphenyl) pyridinato-N, C2) iridium(acetylacetonate) (5) was subjected to a Knoevenagel reaction with malononitrile in dichloromethane in the presence of catalytic amount of pyrrolidine. This gave successfully a novel bis(2-(4-dicyanovinylphenyl) pyridinato-N, C2) iridium(acetylacetonate) (6) in good yield (83%). Complex 6 was fully chracterised by H-1, C-13 NMR, FT-IR, elemental analysis. Complex 6 showed a strong ligand centred (LC) absorption band at 355 nm (epsilon 56490 L mol (1) cm (1)) and weak metal-to-ligand charge transfer (MLCT) bands at 445 (epsilon 4154 L mol (1) cm (1)) and 535 nm (epsilon 2606 L mol (1) cm (1)). Complex 6 loses its acac moiety between 248 and 336 Alpha degrees C (under N-2 atmosphere) and emits a red light at 695 nm with a large Stokes shift (160 nm). (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.10.028

文献信息

• The synthesis and photophysics of tris-heteroleptic cyclometalated iridium complexes
  作者：Robert M. Edkins、Alisdair Wriglesworth、Katharina Fucke、Sylvia L. Bettington、Andrew Beeby

  DOI：10.1039/c1dt10619h

  日期：——

  Herein we report the synthesis and photophysical study of tris-heteroleptic complexes of the general formula IrLL′(acac), where L and L′ are two differently substituted 2-phenylpyridines (ppyH) and acacH is 2,4-pentanedione, using a combinatorial approach that could be employed for many ligand combinations. The tris-heteroleptic complexes and the analogous bis-heteroleptic complexes of the form IrL2(acac) have been studied by a combination of absorption and photoluminescence spectroscopies in conjunction with modelling by DFT and TD-DFT to elucidate the nature and location of the excited state in the novel species.

  这里我们报告了通式为 IrLL′(acac)的三互变配合物的合成和光物理研究，其中 L 和 L′是两种不同取代的 2-苯基吡啶 (ppyH)，acacH 是 2,4-戊二酮，采用的组合方法可用于多种配体组合。我们结合吸收光谱和光致发光光谱以及 DFT 和 TD-DFT 建模，对 IrL2(acac)形式的三互变配合物和类似的双互变配合物进行了研究，以阐明新物种激发态的性质和位置。
• Quantitative tracking of endoplasmic reticulum viscosity during ferroptosis by an iridium complex <i>via</i> TPPLM
  作者：Liang Hao、Yan-Mei Zhong、Cai-Ping Tan、Zong-Wan Mao

  DOI：10.1039/d1cc01062j

  日期：——

  A phosphorescent Ir(iii) complex was developed as viscosity probe for realtime tracking of endoplasmic reticulum during ferroptosis.

  一种发光的铱（III）配合物被开发成为黏度探针，用于实时跟踪铁死亡过程中内质网的变化。