2,5-di-tertiary-butyl-9-perylenyl-methylphosphonic acid | 183583-34-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2,5-di-tertiary-butyl-9-perylenyl-methylphosphonic acid
• 英文别名: (2,5-di-tert-butyl-perylen-9-yl)-methylphosphonic acid；2,5-di-tert-butyl-9-perylenyl-methyl-phosphonic acid；[(8,11-DI-Tert-butylperylen-3-YL)methyl]phosphonic acid；(8,11-ditert-butylperylen-3-yl)methylphosphonic acid
• CAS: 183583-34-8
• 化学式: C₂₉H₃₁O₃P
• 分子量: 458.537
• InChiKey: AMTXDGAVVWJJDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5-di-tert-butyl-9-formylperylene 在 sodium tetrahydroborate 、 氢溴酸 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 溶剂黄146 、 甲苯 为溶剂， 反应 11.25h， 生成 2,5-di-tertiary-butyl-9-perylenyl-methylphosphonic acid
  参考文献：
  名称：

  Experimental Fingerprints of Vibrational Wave-Packet Motion during Ultrafast Heterogeneous Electron Transfer

  摘要：

  By application of 20 fs laser pulses, vibrational wave packets of low-energy modes (mainly 357 and 421 cm(-1)) were generated in the perylene chromophore that gave rise to periodic beats that lasted longer than I ps in transient absorption signals. Electron transfer from the excited singlet state of the perylene chromophore, attached as molecule DTB-Pe via the -CH2-phosphonic acid group to anatase TiO2, was measured in ultrahigh vacuum with a time constant of 75 fs. The vibrational wave packet that was generated in the donor state continued its motion for several hundred femtoseconds in the product state of the reaction, i.e., in the ionized chromophore. This is direct proof for electron transfer occurring from a nonrelaxed vibrational population that was created by the short laser pulse in the donor molecule. The rise of the product state showed a staircase-like time dependence. The steps are attributed to electron transfer that occurs preferentially each time the vibrational wave packet (frequency 480 cm(-1)) reaches a crossing point for the potential curves of reactant and product state. Such wave-packet modulation of heterogeneous electron transfer can arise if the density of electronic acceptor states in the electrode is changing strongly over an energy range on the order of the reorganization energy below the excited molecular donor orbital.

  DOI：

  10.1021/jp011106z

文献信息

• Experimental Fingerprints of Vibrational Wave-Packet Motion during Ultrafast Heterogeneous Electron Transfer
  作者：C. Zimmermann、F. Willig、S. Ramakrishna、B. Burfeindt、B. Pettinger、R. Eichberger、W. Storck

  DOI：10.1021/jp011106z

  日期：2001.9.1

  By application of 20 fs laser pulses, vibrational wave packets of low-energy modes (mainly 357 and 421 cm(-1)) were generated in the perylene chromophore that gave rise to periodic beats that lasted longer than I ps in transient absorption signals. Electron transfer from the excited singlet state of the perylene chromophore, attached as molecule DTB-Pe via the -CH2-phosphonic acid group to anatase TiO2, was measured in ultrahigh vacuum with a time constant of 75 fs. The vibrational wave packet that was generated in the donor state continued its motion for several hundred femtoseconds in the product state of the reaction, i.e., in the ionized chromophore. This is direct proof for electron transfer occurring from a nonrelaxed vibrational population that was created by the short laser pulse in the donor molecule. The rise of the product state showed a staircase-like time dependence. The steps are attributed to electron transfer that occurs preferentially each time the vibrational wave packet (frequency 480 cm(-1)) reaches a crossing point for the potential curves of reactant and product state. Such wave-packet modulation of heterogeneous electron transfer can arise if the density of electronic acceptor states in the electrode is changing strongly over an energy range on the order of the reorganization energy below the excited molecular donor orbital.