3-bromo-5-ferrocenylpyridine | 250700-68-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-bromo-5-ferrocenylpyridine
• 英文别名: 3-bromo-5-cyclopenta-1,3-dien-1-ylpyridine;cyclopenta-1,3-diene;iron(2+)
• CAS: 250700-68-6
• 化学式: C₁₅H₁₂BrFeN
• 分子量: 342.018
• InChiKey: OYRIGDKOFOOEQB-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

• 作为产物：
  描述：

  3,5-二溴吡啶 、 tri-n-butylstannylferrocene 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以58%的产率得到3-bromo-5-ferrocenylpyridine
  参考文献：
  名称：

  Conversion of tributylstannylferrocene to a variety of heteroaryl ferrocenes

  摘要：

  Tributylstannylferrocene (Fc-SnBu3) was converted to a variety of heteroaryl ferrocenes, such as 2-thiophenyl, 3-thiophenyl, 3-pyridyl, 3-quinolyl, 4-oxazolyl and 4-isoxazolyl ferrocene, by using Pd-catalyzed reactions. The Stille-coupling catalyst (PdCl2-PPh3) promotes the reaction between Fc-SnBu3 and electron-deficient heterocyclic bromides, while a modified catalyst (Pd-Ph3P-CuO) proves to be the choice for the coupling of Fc-SnBu3 with electron-rich heterocyclic bromides. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(99)00733-0

文献信息

• 3,5-Diferrocenylpyridine: Synthesis, characterisation, palladium(II) dichloride complex and electrochemistry
  作者：James R. Wright、Karl J. Shaffer、C. John McAdam、James D. Crowley

  DOI：10.1016/j.poly.2012.01.028

  日期：2012.4

  3,5-Diferrocenylpyridine was synthesised from 3,5-dibromopyridine and ferroceneboronic acid, in respectable yield (48%), using a microwave-enhanced Suzuki cross-coupling reaction. This novel ligand and its palladium(II) dichloride complex have been fully characterised using elemental analysis. HR-ESI-MS, IR, UV and NMR spectroscopy. Additionally, the molecular structures of 3,5-diferrocenylpyridine and [Pd(3,5-diferrocenylpyridine)(2)Cl-2] were confirmed by X-ray crystallography. A comprehensive study of the electrochemistry of 3-ferrocenylpyridine, 3,5-diferrocenylpyridine and their palladium(II) dichloride complexes was performed using traditional hexafluorophosphate and weakly-coordinating fluorinated aryl borate anions. Electronic communication between the two proximal ferrocenyl centres of 3,5-diferrocenylpyridine and its palladium complex is only observed when the weakly-coordinating fluorinated aryl borate anions are used as the supporting electrolyte. (c) 2012 Elsevier Ltd. All rights reserved.