Pd(II) octabutoxynaphthalocyanine | 150485-60-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: Pd(II) octabutoxynaphthalocyanine
• CAS: 150485-60-2
• 化学式: C₈₀H₈₈N₈O₈Pd
• 分子量: 1396.05
• InChiKey: JEQQCTGTWJPFOT-UHFFFAOYSA-N

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：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  Pd(II) octabutoxynaphthalocyanine 以 苯 为溶剂， 生成
  参考文献：
  名称：

  Photochromic reactions involving palladium(II) octabutoxynaphthalocyanine and molecular oxygen

  摘要：

  The palladium complex of 1,6,10,15,19,24,28,33-octabutoxynaphthalocyanine, PdNc(OBu)8,is shown to undergo reversible addition of O2 in benzene solution at ambient temperature (22 +/- 1-degrees-C) during steady-state photolysis with an Ar ion laser. On the basis of H-1-NMR and electronic absorption spectral evidence, the photoadduct is postulated to be an endoperoxide which has molecular oxygen added to one of the benzene rings at the sites alpha to the point of fusion with the tetrapyrrole ring, i.e., the positions bearing butoxy substituents. The formation of this product probably involves O2(1DELTA(g)). The photoadduct decomposes mainly back into PdNc(OBu)8 by a thermal process whose first-order rate constant is (2.6 +/- 0.2) x 10(-4) s-1 at 22-degrees-C. This reaction is accelerated by light. Laser flash photolysis results show that the quantum efficiency for the formation of the photoadduct in O2-saturated benzene is <0.01. The quantum efficiency for decomposition of the adduct into PdNc(OBu)8 in Ar-saturated benzene is 0.035 +/- 0.010 with either 355- or 532-nm light, but the value is 0.0015 +/- 0.0005 with 683-nm light. PdNc(OBu)8 may be the first example of a tetrapyrrole to form a metastable endoperoxide, and the latter compound appears to be the first example of an endoperoxide that is subject to photocycloreversion with visible light. It is also demonstrated that energy transfer from O2(1DELTA(g)) to PdNc(OBu)8 occurs with a bimolecular rate constant of 9 X 10(9) M-1 s-1 to produce PdNc(OBu)8(T1) which phosphoresces in fluid solution. This behavior suggests that the platinum group metal complexes of octaalkoxynaphthalocyanine may prove to be useful as luminescence probes for improving the detection limit of O2(1DELTA(g)).

  DOI：

  10.1021/ja00071a027
• 作为产物：
  描述：

  以 苯 为溶剂， 生成 Pd(II) octabutoxynaphthalocyanine
  参考文献：
  名称：

  Photochromic reactions involving palladium(II) octabutoxynaphthalocyanine and molecular oxygen

  摘要：

  The palladium complex of 1,6,10,15,19,24,28,33-octabutoxynaphthalocyanine, PdNc(OBu)8,is shown to undergo reversible addition of O2 in benzene solution at ambient temperature (22 +/- 1-degrees-C) during steady-state photolysis with an Ar ion laser. On the basis of H-1-NMR and electronic absorption spectral evidence, the photoadduct is postulated to be an endoperoxide which has molecular oxygen added to one of the benzene rings at the sites alpha to the point of fusion with the tetrapyrrole ring, i.e., the positions bearing butoxy substituents. The formation of this product probably involves O2(1DELTA(g)). The photoadduct decomposes mainly back into PdNc(OBu)8 by a thermal process whose first-order rate constant is (2.6 +/- 0.2) x 10(-4) s-1 at 22-degrees-C. This reaction is accelerated by light. Laser flash photolysis results show that the quantum efficiency for the formation of the photoadduct in O2-saturated benzene is <0.01. The quantum efficiency for decomposition of the adduct into PdNc(OBu)8 in Ar-saturated benzene is 0.035 +/- 0.010 with either 355- or 532-nm light, but the value is 0.0015 +/- 0.0005 with 683-nm light. PdNc(OBu)8 may be the first example of a tetrapyrrole to form a metastable endoperoxide, and the latter compound appears to be the first example of an endoperoxide that is subject to photocycloreversion with visible light. It is also demonstrated that energy transfer from O2(1DELTA(g)) to PdNc(OBu)8 occurs with a bimolecular rate constant of 9 X 10(9) M-1 s-1 to produce PdNc(OBu)8(T1) which phosphoresces in fluid solution. This behavior suggests that the platinum group metal complexes of octaalkoxynaphthalocyanine may prove to be useful as luminescence probes for improving the detection limit of O2(1DELTA(g)).

  DOI：

  10.1021/ja00071a027