| 1207524-45-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• CAS: 1207524-45-5
• 化学式: C₅₅H₅₈N₄OZn
• 分子量: 856.482
• InChiKey: MHXWKXTVULKOIT-MNBLUVICSA-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：

  在 silver(I) nitrite 、 碘 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 以70%的产率得到
  参考文献：
  名称：

  State-Selective Electron Transfer in an Unsymmetric Acceptor−Zn(II)porphyrin−Acceptor Triad: Toward a Controlled Directionality of Electron Transfer from the Porphyrin S₂ and S₁ States as a Basis for a Molecular Switch

  摘要：

  A series of Zn(II) porphyrin (ZnP) compounds covalently linked to different electron acceptor units, naphthaleneimide (NI) and naphthalenedimide (NDI), are reported. The aim was to demonstrate a state-selective direction of electron transfer, where excitation to the lowest excited S-1 state of the porphyrin (Q-band excitation) would give electron transfer to the NDI unit, while excitation to the higher S-2 state (Soret-hand excitation) would give electron transfer to the NI unit. This would constitute a basis for an opto-electronic Switch in which the direction of electron transfer and the resulting dipole moment can be controlled by using light input of different color. Indeed, electron transfer from the S-1 state to NDI Occurred in solvents of both high and low polarity, whereas no electron transfer to NDI was observed from the S-2 state. With NI as acceptor instead, very rapid (tau = 200-400 fs) electron transfer from the S-2 state occurred in all solvents. This was followed by an ultrafast (tau approximate to 100 fs) recombination to Populate the porphyrin S-1 state in nearly quantitative yield. The charge-separated state ZnP+NI- was spectroscopically observed, and evidence was obtained that recombination Occurred from a vibrationally excited ("hot") ZnP+NI- state in the more polar solvents. In these solvents, the thermally relaxed ZnP+NI- state lies at lower energy than the S-1 state so that further charge separation occurred from S-1 to form ZnP+NI-. This resulted in a highly unusual "ping-pong" sequence where the reaction went back and forth between locally excited ZnP states and charge-separated states: S-2 double right arrow ZnP+NI"hot"- double right arrow S-1 double right arrow ZnP+NI- double right arrow S-0. The electron transfer dynamics and its solvent dependence are discussed, as well as the function of the present Molecules as molecular switches.

  DOI：

  10.1021/jp907824d
• 作为产物：
  描述：

  在 zinc diacetate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  State-Selective Electron Transfer in an Unsymmetric Acceptor−Zn(II)porphyrin−Acceptor Triad: Toward a Controlled Directionality of Electron Transfer from the Porphyrin S₂ and S₁ States as a Basis for a Molecular Switch

  摘要：

  A series of Zn(II) porphyrin (ZnP) compounds covalently linked to different electron acceptor units, naphthaleneimide (NI) and naphthalenedimide (NDI), are reported. The aim was to demonstrate a state-selective direction of electron transfer, where excitation to the lowest excited S-1 state of the porphyrin (Q-band excitation) would give electron transfer to the NDI unit, while excitation to the higher S-2 state (Soret-hand excitation) would give electron transfer to the NI unit. This would constitute a basis for an opto-electronic Switch in which the direction of electron transfer and the resulting dipole moment can be controlled by using light input of different color. Indeed, electron transfer from the S-1 state to NDI Occurred in solvents of both high and low polarity, whereas no electron transfer to NDI was observed from the S-2 state. With NI as acceptor instead, very rapid (tau = 200-400 fs) electron transfer from the S-2 state occurred in all solvents. This was followed by an ultrafast (tau approximate to 100 fs) recombination to Populate the porphyrin S-1 state in nearly quantitative yield. The charge-separated state ZnP+NI- was spectroscopically observed, and evidence was obtained that recombination Occurred from a vibrationally excited ("hot") ZnP+NI- state in the more polar solvents. In these solvents, the thermally relaxed ZnP+NI- state lies at lower energy than the S-1 state so that further charge separation occurred from S-1 to form ZnP+NI-. This resulted in a highly unusual "ping-pong" sequence where the reaction went back and forth between locally excited ZnP states and charge-separated states: S-2 double right arrow ZnP+NI"hot"- double right arrow S-1 double right arrow ZnP+NI- double right arrow S-0. The electron transfer dynamics and its solvent dependence are discussed, as well as the function of the present Molecules as molecular switches.

  DOI：

  10.1021/jp907824d