| 356527-60-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• CAS: 356527-60-1
• 化学式: C₆₆H₅₀N₆O₃Zn
• 分子量: 1040.55
• InChiKey: SSKVNVBVQVDGCH-YGHSGHHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 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：

  以 2-甲基四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Photoswitched Singlet Energy Transfer in a Porphyrin−Spiropyran Dyad

  摘要：

  A photochromic nitrospiropyran moiety (Sp) has been covalently linked to a zinc (Pz,) and to a free-base (P-H2) porphyrin. In the resulting dyads (P-Zn-Sp(c) and P-H2-Sp(c)), the porphyrin first excited singlet states are unperturbed by the closed form of the attached spiropyran. Excitation of the spiropyran moiety of either dyad in the near-UV region results in ring opening to a merocyanine form (P-Sp,) that absorbs at 600 nm. The open form re-closes thermally in 2-methyltetrahydrofuran with a time constant of 20 s, or following irradiation into the 600 nm band. Excitation of the zinc porphyrin moiety in the merocyanine form of the dyad yields P-1(Zn)-Sp(o). The lifetime of the zinc porphyrin excited state is reduced from its usual value of 1.8 ns to 130 ps by singlet-singlet energy transfer to the merocyanine moiety to give P-Zn-(1)Sp(o). The quantum yield of energy transfer is 0.93. Quenching is also observed in the free base dyad, where P-1(H2)-Sp(o) and P-H2-(1)Sp(o) exchange singlet excitation energy. This photoswitchable quenching phenomenon provides light-activated control of the porphyrin excited states, and consequently control of any subsequent energy or electron-transfer processes that might be initiated by these excited states in more complex molecular photonic or optoelectronic devices.

  DOI：

  10.1021/ja010058t
• 作为产物：
  描述：

  以 2-甲基四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Photoswitched Singlet Energy Transfer in a Porphyrin−Spiropyran Dyad

  摘要：

  A photochromic nitrospiropyran moiety (Sp) has been covalently linked to a zinc (Pz,) and to a free-base (P-H2) porphyrin. In the resulting dyads (P-Zn-Sp(c) and P-H2-Sp(c)), the porphyrin first excited singlet states are unperturbed by the closed form of the attached spiropyran. Excitation of the spiropyran moiety of either dyad in the near-UV region results in ring opening to a merocyanine form (P-Sp,) that absorbs at 600 nm. The open form re-closes thermally in 2-methyltetrahydrofuran with a time constant of 20 s, or following irradiation into the 600 nm band. Excitation of the zinc porphyrin moiety in the merocyanine form of the dyad yields P-1(Zn)-Sp(o). The lifetime of the zinc porphyrin excited state is reduced from its usual value of 1.8 ns to 130 ps by singlet-singlet energy transfer to the merocyanine moiety to give P-Zn-(1)Sp(o). The quantum yield of energy transfer is 0.93. Quenching is also observed in the free base dyad, where P-1(H2)-Sp(o) and P-H2-(1)Sp(o) exchange singlet excitation energy. This photoswitchable quenching phenomenon provides light-activated control of the porphyrin excited states, and consequently control of any subsequent energy or electron-transfer processes that might be initiated by these excited states in more complex molecular photonic or optoelectronic devices.

  DOI：

  10.1021/ja010058t