[(1,2-bis(pyridine-2-carboxamido)-4,5-dimethylbenzene)Ru(NO)(fluorescein ethyl ester)] | 1326774-73-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: [(1,2-bis(pyridine-2-carboxamido)-4,5-dimethylbenzene)Ru(NO)(fluorescein ethyl ester)]
• CAS: 1326774-73-5
• 化学式: C₄₂H₃₁N₅O₈Ru
• 分子量: 834.807
• InChiKey: ASICSMQJLPXJNB-UHFFFAOYSA-K

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 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：
  None
• 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：

  [(1,2-bis(pyridine-2-carboxamido)-4,5-dimethylbenzene)Ru(NO)(fluorescein ethyl ester)] 、 水 以 水 为溶剂， 生成 [(1,2-bis(pyridine-2-carboxamido)-4,5-dimethylbenzene)Ru(H2O)(OH)]
  参考文献：
  名称：

  Triggered Dye Release via Photodissociation of Nitric Oxide from Designed Ruthenium Nitrosyls: Turn-ON Fluorescence Signaling of Nitric Oxide Delivery

  摘要：

  Two new fluorescein-tethered nitrosyls derived from designed tetradentate ligands with carboxamido-N donors have been synthesized and characterized by spectroscopic techniques. These two diamagnetic {Ru-NO}(6) nitrosyls, namely, [(Me(2)bpb)Ru(NO)(FlEt)] (1-FlEt, Me(2)bpb = 1,2-bis(pyridine-2-carboxamido)5-dimethylbenzene, FlEt = fluorescein ethyl ester) and [((OMe)(2)IQ1)Ru(NO)(FlEt)] (2-FlEt, (OMe)(2)IQ1 = 1,2-bis(isoquinoline-1-carboxamido)-4,5-dimethoxybenzene), display NO stretching frequencies (nu(NO)) at 1846 and 1832 cm(-1) in addition to their FlEt carbonyl stretching frequencies (nu(CO)) at 1715 and 1712 cm(-1), respectively. Coordination of the dye ligand enhances the absorptivity and NO photolability of these two nitrosyls in the visible region (450-600 nm) of light. Exposure to visible light promotes rapid loss of NO from both {Ru-NO}(6) nitrosyls to generate Ru(III) photoproducts in dry aprotic solvents, such as MeCN and DMF. The FlEt(-) moiety remains bound to the paramagnetic Ru(III) center such gases, and hence, the photoproducts exhibit very weak fluorescence from the dye unit. In the presence of water, the Ru(III) photoproducts undergo further aquation and loss of the FlEt(-) moiety via protonation. These steps lead to turn-ON fluorescence (from the free FlEt unit) and provide a visual signal of the NO photorelease from 1-FlEt and 2-FlEt in aqueous media.

  DOI：

  10.1021/ic201242d
• 作为产物：
  描述：

  [((Me)2bpb)Ru(NO)(Cl)] 、 乙基荧光素 在 AgBF₄ 、 NaH 作用下， 以 乙腈 为溶剂， 以41%的产率得到[(1,2-bis(pyridine-2-carboxamido)-4,5-dimethylbenzene)Ru(NO)(fluorescein ethyl ester)]
  参考文献：
  名称：

  Triggered Dye Release via Photodissociation of Nitric Oxide from Designed Ruthenium Nitrosyls: Turn-ON Fluorescence Signaling of Nitric Oxide Delivery

  摘要：

  Two new fluorescein-tethered nitrosyls derived from designed tetradentate ligands with carboxamido-N donors have been synthesized and characterized by spectroscopic techniques. These two diamagnetic {Ru-NO}(6) nitrosyls, namely, [(Me(2)bpb)Ru(NO)(FlEt)] (1-FlEt, Me(2)bpb = 1,2-bis(pyridine-2-carboxamido)5-dimethylbenzene, FlEt = fluorescein ethyl ester) and [((OMe)(2)IQ1)Ru(NO)(FlEt)] (2-FlEt, (OMe)(2)IQ1 = 1,2-bis(isoquinoline-1-carboxamido)-4,5-dimethoxybenzene), display NO stretching frequencies (nu(NO)) at 1846 and 1832 cm(-1) in addition to their FlEt carbonyl stretching frequencies (nu(CO)) at 1715 and 1712 cm(-1), respectively. Coordination of the dye ligand enhances the absorptivity and NO photolability of these two nitrosyls in the visible region (450-600 nm) of light. Exposure to visible light promotes rapid loss of NO from both {Ru-NO}(6) nitrosyls to generate Ru(III) photoproducts in dry aprotic solvents, such as MeCN and DMF. The FlEt(-) moiety remains bound to the paramagnetic Ru(III) center such gases, and hence, the photoproducts exhibit very weak fluorescence from the dye unit. In the presence of water, the Ru(III) photoproducts undergo further aquation and loss of the FlEt(-) moiety via protonation. These steps lead to turn-ON fluorescence (from the free FlEt unit) and provide a visual signal of the NO photorelease from 1-FlEt and 2-FlEt in aqueous media.

  DOI：

  10.1021/ic201242d