[(η5-C5H5)Fe(1-(CHO)-2-(C(H)O(CH2)3O)-η5-C5H3)] | 372963-81-0

• 英文名称: [(η5-C5H5)Fe(1-(CHO)-2-(C(H)O(CH2)3O)-η5-C5H3)]
• CAS: 372963-81-0
• 化学式: C₁₅H₁₆FeO₃
• 分子量: 300.137
• InChiKey: YTTZXQSTDBTHOG-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：

  [(η5-C5H5)Fe(1-(CHO)-2-(C(H)O(CH2)3O)-η5-C5H3)] 在 p-toluenesulfonic acid 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到ferrocene-1,2-dicarboxaldehyde
  参考文献：
  名称：

  Triformylferrocenes, novel modules for organometallic scaffolds

  摘要：

  Protection of formylferrocene with propanediol under acidic conditions furnishes its acetal. Metalation of the acetal occurs mainly in the ortho position at the same ring. Reaction with N-formylpiperidine leads to the semiprotected 1,2-diformylferrocene, and the monoacetal of 1,1',2-triformylferrocene, which can be obtained upon acidic deacetalization. Further protection of the semiprotected 1,2-diformylferrocene with propanediol results in the corresponding bisacetal, which is metalated to give the title compound 1,2,3-triformylferrocene after quenching of the anion with N-formylpiperidine and acidic deprotection. The 1,1',2-triformylferrocene undergoes an interesting solid-state reaction at 170 degreesC under cross-linking to yield a novel organometallic polycondensate, while 1,2,3-triformylferrocene melts undecomposed. 1,2-Diformylferrocene was transformed into 1,2-bisbutadiynylferrocene by treatment with Taber's reagent, followed by coupling of 1,2-diethynylferrocene to bromo-triisopropylsilylethyne under Cadiot-Chodkiewicz conditions in an overall 40% yield starting from diformylferrocene. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)00893-2
• 作为产物：
  描述：

  哌啶-1-甲醛 、 2-ferrocenyl-1,3-dioxane 在 仲丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 [(η5-C5H5)Fe(1-(CHO)-2-(C(H)O(CH2)3O)-η5-C5H3)]
  参考文献：
  名称：

  含 α-氨基膦酸酯的平面手性化合物的合成，用于抗马铃薯病毒 Y 的抗植物病毒应用

  摘要：

  报道了平面手性化合物在抗病毒农药开发中应用的前所未有的研究。合成了一类带有α-氨基膦酸酯部分的多功能平面手性二茂铁衍生物。这些化合物表现出优异的光学纯度，随后针对著名的植物病原体马铃薯病毒 Y (PVY) 进行了抗病毒评估。平面手性化合物的绝对构型对其抗病毒生物活性的影响是显着的。许多这些对映体富集的平面手性分子表现出优异的抗 PVY 活性。具体而言，化合物( Sp ， R ) -9n对PVY表现出非凡的治疗活性，其50%最大有效浓度(EC 50 )为216.11μg/mL，超过了宁南霉素(NNM，272.74μg/mL)的疗效。化合物( Sp , R ) -9n的保护活性EC 50值为152.78μg/mL，优于NNM(413.22μg/mL)。利用不同绝对构型的平面手性分子进行分子对接和防御酶活性测试，探讨其抗PVY病毒活性的机制。 ( Sp , R ) -9n 、( Sp , R )

  DOI：

  10.1021/acs.jafc.3c08686

文献信息

• Dioxaneferrocenylimine Cyclometalated Compounds as Precursors to Novel Functionalized Di- and Tetranuclear Metallacycles Leading to 1,3-Double Palladation of an η⁵-C₅H₅ Ring
  作者：Marta Mariño、Javier Martínez、Marcelo Caamaño、M Teresa Pereira、Juan M. Ortigueira、Eduardo Gayoso、Alberto Fernández、José M. Vila

  DOI：10.1021/om2008698

  日期：2012.2.13

  Reaction of the Schiff base ligands CpFe[eta(5)-C6H2C(H)O(CH2)(3)O}C(H)=NR] (R = 2,4,6-Me3C6H2, a; R = Cy, b) derived from the 1,2-disubstituted formylferrocene CpFe[(CHO)C(H)O(CH2)(3)O}-eta(5)-C5H3] 1, with Li-2[PdCl4] in methanol at room temperature for 48 h, gave the chlorine-bridged complexes [PdCpFe[eta(5)-C5H2C(H)O(CH2)(3)O}C-(H)=NR])(Cl)}(2), 1a and 1b, after C-H activation of the cyclopentadienyl ring bearing the cyclic acetal. The reactions of 1a and 1b with the Ph2P(CH2)PPh2 diphosphines in a 1:2 ratio, plus addition of ammonium hexafluorophosphate, gave the dinucelar compounds [PdCpFe[eta(5)-C5H2C(H)O(CH2)(3)O}C(H)=NR}}-(Ph2P(CH2)(n) PPh2-P,P)][PF6] 2a, 3a and 2b, 3b with the diphosphine in a chelating mode, as 1:1 electrolytes. Treatment of the latter with aqueous acetic acid gave the corresponding functionalized compounds with transformation of the 1,3-dioxane ring into a formyl group on the metalated ring, 4a, 5a and 4b, 5b. The Schiff base condensation reaction of 5b with 2-(methylthio)aniline in refluxing chloroform gave [Pd(Ph2P(CH2)(2)PPh2)-(CPFe)eta(5)-C5H2[C(H)=NCy][C(H)=N(2-SMeC6H4]}][PF6] 6b, with regeneration of the C=N double bond, which, when treated with lithium tetrachloropalladate in methanol for 48 h, gave the novel compound [Pd(Ph2P(CH2)(2)PPh2)(CpFe)eta(5)-C5H[C(H)=NCy][C(H)=N(2-SMeC6H4]}PdCl][PF6] 7b, which is the first ferrocene metallacyde displaying 1,3-double cyclopalladation.