dicarbonyl(cyclopentadienyl)(cyclopropylmethyl)iron | 34788-98-2

• 英文名称: dicarbonyl(cyclopentadienyl)(cyclopropylmethyl)iron
• CAS: 34788-98-2
• 化学式: C₁₁H₁₂FeO₂
• 分子量: 232.062
• InChiKey: UJGMQWZDIRBSIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  dicarbonyl(cyclopentadienyl)(cyclopropylmethyl)iron 在 P(C₆H₅)3 作用下， 以 正己烷 为溶剂， 以38%的产率得到(η5-C5H5)Fe(CO)(η3-crotyl)
  参考文献：
  名称：

  Pannell, Keith H.; Kapoor, Ramesh N.; Wells, Mona, Organometallics, 1987, vol. 6, # 3, p. 663 - 667

  摘要：

  DOI：
• 作为产物：
  描述：

  sodium dicarbonyl(cyclopentadienyl)ferrate 、 溴甲基环丙烷 以 四氢呋喃 为溶剂， 以75%的产率得到dicarbonyl(cyclopentadienyl)(cyclopropylmethyl)iron
  参考文献：
  名称：

  Pannell, Keith H.; Kapoor, Ramesh N.; Wells, Mona, Organometallics, 1987, vol. 6, # 3, p. 663 - 667

  摘要：

  DOI：

文献信息

• Formal transfers of hydride from carbon-hydrogen bonds. Synthesis, structure, and reactions of [Cp(CO)2FeCH2]3CH
  作者：Michio. Kobayashi、James D. Wuest

  DOI：10.1021/om00114a018

  日期：1989.12.1
• Experimental and Computational Characterization of the Transition State for C–X Bimetallic Oxidative Addition at a Cu–Fe Reaction Center
  作者：Malkanthi K. Karunananda、Sean R. Parmelee、Greyson W. Waldhart、Neal P. Mankad

  DOI：10.1021/acs.organomet.5b00476

  日期：2015.8.10

  The heterobimetallic complex (IPr)Cu-Fp (IPr = N,N'-bis(2,6-diisopropylimidazol-2-ylidene, Fp = FeCp(CO)(2)) was identified previously as a nonprecious metal catalyst for C-H borylation. To better understand the nature of the bimetallic reaction pathways operative in this system, we have conducted a thorough mechanistic study of alkyl halide activation by the Cu-Fe heterobimetallic reaction center. Use of cyclopropylmethyl halide substrates as radical docks established that alkyl halide activation occurs by a two-electron mechanism for alkyl bromides and chlorides but not iodides. Eyring analysis of the activation of benzyl chloride allowed for experimental determination of activation parameters, including a large and negative entropy of activation (Delta S double dagger = -36 eu). A Hammett study with para-substituted benzyl chlorides revealed a reaction constant of rho = 1.6, indicating accumulation of negative charge in the transition state on the alkyl halide carbon. The Ru analogue, (IPr)Cu-Rp (Bp = RuCp(CO)(2)), was found to react approximately 17-25 times more slowly with selected benzyl chlorides than (IPr)Cu-Fp, indicating that the relative nucleophilicities of the free metal carbonyl anions are predictive of the relative reactivities of their heterobimetallic counterparts. Synthesis and characterization of the new Ag and Au analogues, (IPr)Ag-Fp and (IPr)Au-Fp, are reported along with the observation that these more covalent congeners are significantly less reactive toward alkyl halides. DFT calculations were used to model a transition state for the Cu-Fe reaction, which was identified as stereoinvertive at the alkyl halide carbon. NBO calculations indicate crucial roles played by the CO ligands within the Fp group: they both act as redox noninnocent ligands and also provide structural templating to stabilize the transition state as the metal metal bond breaks.
• Leung, Tak Wai; Christoph, Gary G.; Gallucci, Judith, Organometallics, 1986, vol. 5, # 5, p. 846 - 853
  作者：Leung, Tak Wai、Christoph, Gary G.、Gallucci, Judith、Wojcicki, Andrew

  DOI：——

  日期：——