nonamethyl ferrocene | 41311-84-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 芳香烃
• 英文名称: nonamethyl ferrocene
• 英文别名: 1,1',2,2',3,3',4,4',5-nonamethylferrocene；NMFc；iron(2+);1,2,3,4,5-pentamethylcyclopenta-1,3-diene;1,2,4,5-tetramethylcyclopenta-1,3-diene
• CAS: 41311-84-6
• 化学式: C₁₉H₂₈Fe
• 分子量: 312.278
• InChiKey: YHGJXTFUPZHTBR-UHFFFAOYSA-N

计算性质

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

反应信息

• 作为反应物：
  描述：

  nonamethyl ferrocene 、 丁二酸单甲酯酰氯 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 以29 %的产率得到
  参考文献：
  名称：

  Dicarboxylate-containing and fully substituted ferrocene with rapid dissolvability, high solubility, good stability, and moderate formal potential for mediated electrochemical detection

  摘要：

  一种含二羧酸盐的全取代二茂铁化合物具有快速溶解性、高溶解度、良好的稳定性和适中的电子介导率，并被应用于葡萄糖介导检测。

  DOI：

  10.1039/d2tb02380f
• 作为产物：
  描述：

  1-formyl-2,2′,3,3′,4,4′5,5′-octamethylferrocene 在 硼烷四氢呋喃络合物 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 以96%的产率得到nonamethyl ferrocene
  参考文献：
  名称：

  [FeFe]-加氢酶活性位点的双向仿生模型催化制氢

  摘要：

  已显示[FeFe]-加氢酶的活性位点模拟物是双向催化剂，在用质子处理时产生H 2并还原当量。该反应性补充了先前报道的在氧化剂存在下这些相同催化剂对H 2的氧化作用。Fe 2（adt Bn）（CO）3（dppv）（PFc * Et 2）（[ 1 ] 0 ; adt Bn =（SCH 2）2 NBn，dppv =顺式-1,2-双（二苯基膦基）乙烯，PFc * Et 2 = Et 2 PCH 2 C 5Me 4 FeCp *）与过量的[H（OEt 2）2 ] BAr F 4（BAr F 4 – = B（C 6 H 3 -3,5-（CF 3）2）4 –）反应生成〜0.5当量H 2和[Fe 2（adt Bn H）（CO）3（dppv）（PFc * Et 2）] 2 +（[ 1 H] 2+）。[ 1 H] 2+物种由二茂铁配体，N质子化胺和Fe I组成铁我芯。在存在以十甲基二茂铁（Fc *）形式存在的

  DOI：

  10.1021/om5004013

文献信息

• Effects of metal atom motion and ring rotation in iron organometallics. Synthesis of isotopically labelled nonamethyl [57Fe]ferrocene
  作者：Rolfe H. Herber、Israel Nowik、Herwig Schottenberger、Klaus Wurst、Norbert Schuler、Adrian Gallus Mueller

  DOI：10.1016/s0022-328x(03)00778-2

  日期：2003.10

  Temperature dependent Fe-57 Mossbauer effect studies on nonamethyl ferrocene (NMF), have been carried out on isotopically enriched material over the temperature range 90 < T < 290 K. These measurements have led to the elucidation of the dynamical behaviour of the iron atom and reflect the onset of ring rotation and libration. These results are compared to corresponding data for ferrocene and related compounds. A convenient small scale synthesis suited for the preparation of Fe-57-enriched nonamethylferrocene which allows its easy separation in pure form, is also presented. With the exception of nonamethylferrocene, which is unresolvable due to its lattice-neighbour related conformational ring disorders, X-ray structure determinations of all new compounds of the reaction sequence, and of the starting compound hydroxymethyloctamethylferrocene (octamethylferrocenyl methanol) have been performed. (C) 2003 Elsevier B.V. All rights reserved.
• Syntheses, Structures, and Mössbauer Effect Spectroscopy of Triple-Decker Complexes Incorporating Nonamethylferrocene
  作者：Andrew J. Schwartz、Robert D. Pike、Rolfe H. Herber、Eric J. Watson

  DOI：10.1021/acs.organomet.5b00913

  日期：2016.1.11

  Three new triple-decker complexes were Cp'FeCp* (Cp' = C5Me4H, Cp* = C5Me5), with synthesized by the reaction of nonamethylferrocene, coordinatively unsaturated transition-metal complexes. The reaction of ruthenium cations [(C5R5)Ru](+) (R = H, Me) with Cp'FeCp* afforded the purple heterometallic triple-decker complexes [(C5R5)Ru(mu-Cp')FeCp*](+) by electrophilic addilion of ruthenium to the Cp' ring of nonamethylferrocene. The analogous reaction with the manganese cation [Mn(CO)(3)](+) produced the blue homometallic triple-decker complex [Cp*Fe(mu-Cp')FeCp*](+) by abstraction of the Cp' ring from Cp'FeCp* and subsequent addition of the newly generated cation [Cp*Fe](+) to 1 equiv of Cp'FeCp*. These experiments demonstrate that the asymmetry of Cp/FeCp* gives rise to a remarkable degree of regioselectivity such that ruthenium electrophiles add only to the Cp' ring and never to the Cp* ring. In a similar way, [Mn(CO)(3)](+) abstracts only the Cp' ring from Cp'FeCp* to produce [Cp*Fe](+), which in turn adds only to the Cp' ring of Cp'FeCp* to produce [Cp*Fe(mu-Cp')FeCp*]. Three air-stable triple-decker complexes incorporating nonamethylferrocene, [Cp*Fe(mu-Cp')FeCp*](+) (1), [CpRu(mu-Cp')FeCp*](+) (2), and [Cp*Ru(mu-Cp')FeCp*](+) (3), have been characterized by NMR spectroscopy, elemental analysis, single-crystal X-ray diffraction analysis, and temperature-dependent Fe-57 Mossbauer spectroscopy.