ferrocenyl-2-pyridylimine | 228099-07-8

• 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: ferrocenyl-2-pyridylimine
• 英文别名: cyclopenta-1,3-diene;1-cyclopenta-2,4-dien-1-yl-N-(pyridin-2-ylmethyl)methanimine;iron(2+)
• CAS: 228099-07-8
• 化学式: C₁₇H₁₆FeN₂
• 分子量: 304.174
• InChiKey: ONCVJUSDOJZKQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  25.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ferrocenyl-2-pyridylimine 、 zinc(II) chloride 以 甲醇 为溶剂， 以59.09%的产率得到
  参考文献：
  名称：

  Ferrocenyl‐2‐pyridylimine derived d ¹⁰ ‐configuration complexes as prospective co‐sensitizers in dye sensitized solar cells

  摘要：

  Three complexes comprising ferrocenyl‐2‐pyridylimine and three d10 transition metal centers viz. Zn (II), Cd (II), and Hg (II) having formula [M (FcCH=NCH2(2‐py)] (M = Zn (II) (Zn‐Fc), Cd (II) (Cd‐Fc), and Hg (II) (Hg‐Fc); Fc = Ferrocene) are synthesized and their characterization have been done using microanalytical technique, FT‐IR and NMR spectroscopic methods. The optimized molecular geometries for all the three ferrocene‐based complexes revealed that the coordination geometries around the d10‐metal centers are distorted tetrahedral. The application of these complexes as sensitizers and co‐sensitizers/co‐adsorbents have been assessed in dye sensitized solar cells (DSSCs). Amid the three co‐sensitizers/co‐adsorbent based the DSSC set‐ups, the assembly fabricated using Zn‐Fc/N719 displayed superior performance with 5.71 ± 0.04% efficiency (η) indicating enhancement in the DSSC performance than to the set‐up constructed using solely N719 (η = 4.20 ± 0.05%).

  DOI：

  10.1002/aoc.6608
• 作为产物：
  描述：

  2-氨甲基吡啶 、 二茂铁甲醛 以 甲醇 为溶剂， 生成 ferrocenyl-2-pyridylimine
  参考文献：
  名称：

  Synthesis, X-ray structural determination and Mössbauer characterization of Schiff bases bearing ferrocene groups, their reduced analogues and related complexes

  摘要：

  [1 + 1], [1 + 2], [2 + 1] or [3 + 1] acyclic and [1 + 1] or [2 + 2] cyclic Schiff bases (L-A... L-S), containing ferrocene moieties, have been prepared by reaction of formyl- or 1,1'-diformylferrocene and the appropriate amines. Formyl- and 1,1-diformylferrocene form respectively the acyclic [2 + 1] L-W and [2 + 2], L-Z compounds by reaction with 1,4-diaminomethylbenzene. Similar compounds (L-T... L-V,) have been obtained by condensation of aminomethylferrocene and 2,6-diformylpyridine, 2,6-diformyl-4-chlorophenol and 3-methoxy-2-hydroxybenzaldehyde. By reduction of these compounds with NaBH4 the corresponding ferrocene-amine derivatives (L') have been synthesized. All these compounds have been characterized by physico-chemical measurements (IR, NMR, Mossbauer spectroscopy and FAB mass spectrometry) and L-H, derived by the condensation of ferrocene-aldehyde and 1,5-diamino-3-oxa-pentane, also by an X-ray structural determination. The X-ray analysis of crystals of L-H, grown from a diethyl ether solution, shows that two independent molecules are present in the asymmetric unit; these two molecules are chemically equivalent with the ferrocenyl groups in the eclipsed form. The coordination ability of these compounds towards d metal ions as copper(II), nickel(II), platinum(II) and rhodium(III) was investigated; while the Schiff bases (L) may suffer hydrolysis, their reduced analogues (L') form stable, well-defined complexes of the type M(L')(Cl)(n) (n = 2, 3). The Mossbauer spectra of the prepared compounds show signals with delta at 0.44 and Delta E-Q 2.30 mm s(-1) for the Schiff bases L-A... L-S and 0.52 and 2.40 mm s(-1) for the reduced analogues and hence may be diagnostic of the presence of Fe-CH=N- or Fe-CH2-NH- groups. The signals with delta at 0.51-0.55 and Delta E-Q at 2.34-2.38 mm s(-1) for the Schiff bases L-T... L-V, having Fe-CH2-N=CH groups, resemble those of the reduced analogues. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0020-1693(98)00413-7