| 58748-85-9

• CAS: 58748-85-9
• 化学式: C₁₆H₁₂Cl₂Fe
• 分子量: 331.024
• InChiKey: IDZNFDSGBOGIDW-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：
  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：

  、 苯胺 在 t-BuONa 、 Pd(O₂CCH₃)2 、 1,3-bis(2,6-diisopropylphenyl)imidazolim chloride 作用下， 以 toluene 为溶剂， 以73%的产率得到
  参考文献：
  名称：

  Redox-Active N-Heterocyclic Carbenes: Design, Synthesis, and Evaluation of Their Electronic Properties

  摘要：

  To investigate effects of redox-active functional groups on the coordination chemistry and electronic properties of N-heterocyclic carbenes (NHCs), we prepared a series of complexes comprising 1,3-diferrocenylimidazolylidene and -benzimidazolylidene (1 and 2, respectively), 1-ferrocenyl-3-methyl- and 1, 3-diphenyl-5-ferrocenylbenzimidazolylidene (3 and 4, respectively), N,N'-diisobutyldiaminocarbene[3]ferrocenophane (FcDAC), and 1,3-dimesitylnaphthoquinoimidazolylidene (NqMes) ligands and coordinated [Ir(COD)Cl] (COD = 1,5-cyclooctadiene), [Ir-(CO)(2)Cl], and [M(CO)(5)] (M = Cr, Mo, W) units. The coordination chemistry of the aforementioned NHCs was investigated by X-ray crystallography, and their electronic properties were studied by NMR and IR spectroscopy, as well as electrochemistry. No significant variation in nu(CO) was observed among metal carbonyl complexes supported by 2-4 and FcDAC, indicating that the number (one vs two) or redox-active groups, the location (N atom vs backbone) of the redox-active group, and carbene ring identities (strained six-membered, nonaromatic vs five-membered, heteroaromatic) did not have a significant effect on ligand electron-donating ability. Because the shifts in nu(CO) upon oxidation of 1-3 and FcDAC were similar in magnitude but opposite in sign to NqMes, we conclude that the enhancement or attenuation of ligand donating is primarily Coulombic in origin (i.e., due to the molecule acquiring a positive or negative charge).

  DOI：

  10.1021/om900698x
• 作为产物：
  描述：

  二茂铁 、 1,2-dichloro-4-diazoniumbenzene tetrafluoroborate 在 CF₃CO₂H 、 CH₃CO₂H 作用下， 以 1,2-dichloro-ethane 、 acetic acid 、 trifluoroacetic acid 为溶剂， 以27%的产率得到
  参考文献：
  名称：

  Redox-Active N-Heterocyclic Carbenes: Design, Synthesis, and Evaluation of Their Electronic Properties

  摘要：

  To investigate effects of redox-active functional groups on the coordination chemistry and electronic properties of N-heterocyclic carbenes (NHCs), we prepared a series of complexes comprising 1,3-diferrocenylimidazolylidene and -benzimidazolylidene (1 and 2, respectively), 1-ferrocenyl-3-methyl- and 1, 3-diphenyl-5-ferrocenylbenzimidazolylidene (3 and 4, respectively), N,N'-diisobutyldiaminocarbene[3]ferrocenophane (FcDAC), and 1,3-dimesitylnaphthoquinoimidazolylidene (NqMes) ligands and coordinated [Ir(COD)Cl] (COD = 1,5-cyclooctadiene), [Ir-(CO)(2)Cl], and [M(CO)(5)] (M = Cr, Mo, W) units. The coordination chemistry of the aforementioned NHCs was investigated by X-ray crystallography, and their electronic properties were studied by NMR and IR spectroscopy, as well as electrochemistry. No significant variation in nu(CO) was observed among metal carbonyl complexes supported by 2-4 and FcDAC, indicating that the number (one vs two) or redox-active groups, the location (N atom vs backbone) of the redox-active group, and carbene ring identities (strained six-membered, nonaromatic vs five-membered, heteroaromatic) did not have a significant effect on ligand electron-donating ability. Because the shifts in nu(CO) upon oxidation of 1-3 and FcDAC were similar in magnitude but opposite in sign to NqMes, we conclude that the enhancement or attenuation of ligand donating is primarily Coulombic in origin (i.e., due to the molecule acquiring a positive or negative charge).

  DOI：

  10.1021/om900698x

文献信息

• Substituent dependence of the d-d transition band in the electronic absorption spectra of arylferrocenes and the corresponding arylferricenium salts
  作者：Štefan Toma、Anton Gáplovský、Milan Hudeček、Zuzanna Langfelderová

  DOI：10.1007/bf00799969

  日期：1985.3