1-ferrocenecarboxylic acid pyridin-4-yl ester | 879130-36-6

• 英文名称: 1-ferrocenecarboxylic acid pyridin-4-yl ester
• 英文别名: 4-ferrocenoyl pyridine
• CAS: 879130-36-6
• 化学式: C₁₆H₁₃FeNO₂
• 分子量: 307.132
• InChiKey: IGXKSFKTMBMVSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  Na[trans-Ru^III(dmso)₂Cl₄] 、 1-ferrocenecarboxylic acid pyridin-4-yl ester 以 二氯甲烷 、 乙酸乙酯 、 丙酮 为溶剂， 反应 1.5h， 以44.3%的产率得到Na[trans-RuCl₄(DMSO)(4-ferrocenoyl pyridine)]
  参考文献：
  名称：

  Synthesis and characterization of water-soluble, heteronuclear ruthenium(III)/ferrocene complexes and their interactions with biomolecules

  摘要：

  The reaction of Na[RuCl4(SO(CH3)(2))(2)], 1, with one equivalent of FcCONHCH(2)C(6)H(4)N (Fc = FeC10H9), L1, FcCOOCH(2)CH(2)C(3)H(3)N(2), L2, FcCOOC(6)H(4)N, L3, afforded the dinuclear species, Na[FcCONHCH(2)C(6)H(4)N [RuCl4(SO(CH3)(2))]], RuL1, Na[FcCOOCH(2)CH(2)C(3)H(3)N(2)[RuCl4(SO(CH3)(2))]], RuL2, Na[FcCOOC(6)H(4)N (RuCl4(SO(CH3)(2)))], RuL3, respectively, yielding, in each case, a ferrocene moiety bridged to a ruthenium center. The complexes were characterized by NMR, IR, and XRD (X-ray diffraction). The sulfoxide ligands are bonded to the metal through the sulfur atom. The complexes were evaluated for their biological activity with pBluescript DNA plasmid, and the protein BSA (bovine serum albumin). These reactions were monitored by XAS (X-ray absorption spectroscopy), EXAFS (extended X-ray Absorption Fine Structure), NMR, UV/visible, emission spectroscopy, and gel electrophoresis. Donor atoms from the biomolecules substitute for the chloride ligands in the parent complexes. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2014.12.017
• 作为产物：
  描述：

  4-羟基吡啶 、 二茂铁甲酸 在 N,N'-dicyclohexylcarbodiimide 、 4-pyrrolidinopyridine 、 dimethylaminopyridine 作用下， 以 二氯甲烷 为溶剂， 以52%的产率得到1-ferrocenecarboxylic acid pyridin-4-yl ester
  参考文献：
  名称：

  Dinuclear ruthenium sawhorse-type complexes containing bridging ligands with ferrocenyl substituents in endo/endo, endo/exo and exo/exo orientations

  摘要：

  The dinuclear ruthenium complexes Ru-2(CO)(4)(OOCC5H4FeC5H5)(2)L-2 (L = NC5H5: 1, L = PPh3: 2) have been synthesized from Ru-3(CO)(12), ferrocene carboxylic acid and pyridine or triphenylphosphine, respectively. The single-crystal X-ray structure analysis reveals for 1 and 2 a Ru-2(CO)4 sawhorse backbone with the two ferrocenyl substituents of the two carboxylato bridges being endo/exo with respect to each other in the solid state. With the new pyridine derivative NC5H4OOCC5H4FeC5H5 (4-ferrocenoyl pyridine) (3) as axial ligand, the complex Ru-2(CO)(4)(OOCC5H4FeC5H5)(2)(NC5H4OOCC5H4FeC5H5)(2) (4) was obtained, the single crystal X-ray structure analysis showing an exo1exo orientation of the two carboxylato bridges in the solid state. The endo/endo orientation is found in the solid-state structure of Ru-2(CO)(4)(HNOCC5H4FeC5H5)(2)(PPh3)(2) (5), the two OCNH bridges being transoid with respect to each other; this complex is accessible from Ru3(CO)(12), ferrocenamide and triphenylphosphine. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2005.09.024

文献信息

• Ferrocenoyl Pyridine Arene Ruthenium Complexes with Anticancer Properties:  Synthesis, Structure, Electrochemistry, and Cytotoxicity
  作者：Mathieu Auzias、Bruno Therrien、Georg Süss-Fink、Petr Štěpnička、Wee Han Ang、Paul J. Dyson

  DOI：10.1021/ic7018742

  日期：2008.1.1

  ruthenium(II) complexes of general formula [Ru(eta(6)-arene)Cl(2)(NC(5)H(4)OOC-C(5)H(4)FeC(5)H(5))], where arene = C(6)H(6) (1), C(6)H(5)Me (2), p-iPrC(6)H(4)Me (3), and C(6)Me(6) (4), and of general formula [Ru(eta(6)-arene)Cl(2)](2)(NC(5)H(4)OOC-C(5)H(4)FeC(5)H(4)-COOC(5)H(4)N), where arene = p-iPrC(6)H(4)Me (5) and C(6)Me(6) (6), have been synthesized and characterized, the molecular structures of these

  通式[Ru（eta（6）-arene）Cl（2）（NC（5）H（4）OOC-C（5）H（4）FeC（5）H（5）的有机金属钌（II）配合物）]，其中arene = C（6）H（6）（1），C（6）H（5）Me（2），p-iPrC（6）H（4）Me（3）和C（6 ）Me（6）（4），通式为[Ru（eta（6）-arene）Cl（2）]（2）（NC（5）H（4）OOC-C（5）H（4） FeC（5）H（4）-COOC（5）H（4）N），其中芳烃= p-iPrC（6）H（4）Me（5）和C（6）Me（6）（6），已合成并表征了这些配合物，作为代表实例，通过配合物4的单晶X射线结构分析证实了这些配合物的分子结构。已经研究了配合物1-6的氧化还原性质和体外抗癌活性。所有化合物均对A2780和A2780cisR（顺铂耐药）人卵巢癌细胞系具有中等细胞毒性。