| 634558-64-8

• CAS: 634558-64-8
• 化学式: C₂₅H₁₇FeNO₂
• 分子量: 419.262
• InChiKey: MXMMHIRQQFDWKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
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• 环数：
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• 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

• 作为产物：
  描述：

  二茂铁乙炔 、 6-溴-2-甲基-1H-苯并[de]异喹啉-1,3(2H)-二酮 在 bis-triphenylphosphine-palladium(II) chloride CuI 、 diisopropylamine 作用下， 以 neat (no solvent) 为溶剂， 以80%的产率得到
  参考文献：
  名称：

  Tunable Donor−Acceptor Interactions in 4-Ene/Yne-Ferrocenyl and 4-Enamine Naphthalimides with Ferrocenyl Headgroups

  摘要：

  A series of 4-(X)-substituted naphthalimides (X = ethenylFc, ethynylFc, piperidinyl, ethenylpiperidinyl, ethenylpyrrolidinyl) with ferrocenyl headgroups (R = Fc(CH2)(n), n = 1, 5, 11) and analogous ethenylFc, ethynylFc, and ethynylFc(#) (Fc(#) = octamethylferrocenyl) compounds with a methyl headgroup have been investigated. These are the first 4-enamine-1,8-naphthalimides to be reported. Spectrochemical properties for all compounds are presented and the X-ray structures of 4-piperidinyl and 4-ethynylferrocenyl derivatives described. This series of donor-acceptor derivatives allows a correlation between the degree of internal charge separation, UV-vis and emission properties, and mediation by the organometallic redox couple. Charge separation increases in the order 4-amino much less than 4-C=C-amino congruent to4-Cequivalent toCFc congruent to 4-C=CFc < 4-Cequivalent toCFc(#). The unsaturated spacer is the key influence on both gimel(flu) and phi(f), but gimel(flu) is independent of the headgroup due to the imide node. In contrast, of shows a "distance" effect for the ferrocenyl headgroup, and as a result phif can be "tuned"; dyads with the Fc(CH2)(11) headgroup have phi(f) > 0.2. Solvatochromism data gives an excited state dipole of similar to8 D. An EPR study of radical anions provides a description of the SOMO. Through-space interaction between the ferrocenyl headgroup and the charge-separated excited state may account for some of the trends in EPR and of. In general, emission is decreased upon oxidation to the ferrocenium analogues.

  DOI：

  10.1021/om0304659