n-amylferrocene

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: n-amylferrocene
• 英文别名: pentylferrocenyl；pentanoylferrocene
• 化学式: C₁₅H₂₀Fe
• 分子量: 256.171
• InChiKey: ZPYZWVIQBYBDKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.99
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  n-amylferrocene 在 Cr₂O₇^(2-) 作用下， 以 溶剂黄146 、 丙酮 为溶剂， 生成 n-amylferricenium(1+)
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Fe: Org.Verb.A1, 5.1.1.1.6, page 267 - 270

  摘要：

  DOI：
• 作为产物：
  描述：

  pentanoylferrocene 在 盐酸 、 amalgamated zinc 作用下， 以 溶剂黄146 为溶剂， 以47%的产率得到n-amylferrocene
  参考文献：
  名称：

  Synthesis and electrochemical properties of mono- and (�)-1,2-dialkylferrocenes and alkylferrocenium hexafluorophosphates in aqueous and micellar media

  摘要：

  Simple methods have been developed for the preparation of a series of n-alkylferrocenes H(CH2)(n)Fc (n = 3, 5-8, or 12) based on Friedel-Crafts acylation of ferrocenes followed by reduction of the corresponding ketones with Zn amalgam. The properties of H(CH2)(n)Fc and the corresponding ferrocenium ions in micellar aqueous solutions and the behavior of water-soluble cations H(CH2)(n)Fc(+) in the absence of micelles were studied by cyclic voltammetry. In all cases, the formal redox potentials of ferrocenes (E(o)') increase linearly as n increases up to 8. Whether micelles are present or not, the corresponding correlation equation has the following form: E(o)' = alpha + beta n, where beta approximate to 29 mV in all cases. The synthesis of (+/-)-1-ethyl-2-methylferrocene from racemic alpha-dimethylaminoethylferrocene is reported.

  DOI：

  10.1007/bf01435401

文献信息

• Highly efficient reduction of ferrocenyl derivatives by borane
  作者：Lucie Routaboul、Jérôme Chiffre、Gilbert G.A. Balavoine、Jean-Claude Daran、Eric Manoury

  DOI：10.1016/s0022-328x(01)00936-6

  日期：2001.12

  Borane, as a DMS or a THF complex, can efficiently reduce a large range of ferrocenyl derivatives (aldehydes, ketones, ethers, acetals, carboxylic acids, esters,…) if they bear at least one oxygen at a carbon at the α position. On the contrary, similar molecules, which contain nitrogen instead of oxygen, do not react with borane.

  硼烷作为DMS或THF络合物，如果它们在α位置的碳原子上带有至少一个氧，则可以有效地还原各种二茂铁基衍生物（醛，酮，醚，缩醛，羧酸，酯等）。相反，含有氮而不是氧的相似分子不会与硼烷反应。
• Stereospecific Synthesis, Structural Characterisation and Resolution of 2‐Phospha[3]ferrocenophane Derivatives – a New Chiral Scaffold
  作者：Nicolas Fleury‐Brégeot、Armen Panossian、Angèle Chiaroni、Angela Marinetti

  DOI：10.1002/ejic.200700282

  日期：2007.8

  The first 2-phospha[3]ferrocenophanes containing stereogenic carbon atoms in the three-atom bridge have been synthesised from phenylphosphane by stereospecific ring-closing phosphanation reactions. Either α-substituted 1,1′-bis(hydroxymethyl)ferrocenes or the corresponding 2-oxa-[3]ferrocenophanes have been used as diastereomerically pure starting materials. The resolution of 1,2,3-triphenyl[2]phosphaferrocenophane

  第一个在三原子桥中含有立体碳原子的 2-磷酸[3]二茂铁是通过立体有择闭环磷酸化反应从苯基膦合成的。α-取代的 1,1'-双（羟甲基）二茂铁或相应的 2-氧杂-[3]二茂铁已被用作非对映异构纯的起始原料。1,2,3-三苯基 [2] 磷酸二茂铁的拆分是通过色谱分离手性环钯配合物的非对映体加合物实现的。还报道了两种 2-磷 [3] 二茂铁 - 硼烷配合物的 X 射线晶体结构。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
• Evidence for a Single-Electron-Transfer Activation in the Cleavage of Cobalt–Carbon Bonds of Alkylcobalt(III) Complexes with Iodine
  作者：Shunichi Fukuzumi、Kunio Ishikawa、Toshio Tanaka

  DOI：10.1246/cl.1986.1801

  日期：1986.10.5

  single-electron-transfer (SET) activation in the cleavage of cobalt–carbon bonds of alkylcobalt(III) complexes with iodine is shown by the identification of products that could arise only via an SET pathway as well as by the kinetic comparison between the cleavage reaction of alkylcobalt(III) complexes with iodine and the electron-transfer reaction of ferrocene derivatives with iodine in acetonitrile.

  通过鉴定只能通过 SET 途径产生的产物以及动力学比较，证明了单电子转移 (SET) 活化在烷基钴 (III) 配合物与碘的钴-碳键断裂中烷基钴 (III) 配合物与碘的裂解反应与二茂铁衍生物与碘在乙腈中的电子转移反应之间的关系。
• Patin, H.; Dabard, R., Bulletin de la Societe Chimique de France
  作者：Patin, H.、Dabard, R.

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Fe: Org.Verb.A5, 5.1.5.12, page 64 - 88
  作者：

  DOI：——

  日期：——