1-ferrocenyl-2-phenylethylene | 12094-24-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-ferrocenyl-2-phenylethylene
• 英文别名: styryl ferrocene；styrylferrocene；1-ferrocenyl-2-styrene；Cyclopenta-1,3-diene;2-cyclopenta-2,4-dien-1-ylethenylbenzene;iron(2+)
• CAS: 12094-24-5；32661-63-5；1272-54-4
• 化学式: C₁₈H₁₆Fe
• 分子量: 288.172
• InChiKey: PPZYBPUCMWDDDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-ferrocenyl-2-phenylethylene 在 乙醇 、 sodium 作用下， 以 甲醇 为溶剂， 以86%的产率得到2-(phenylethyl)ferrocene
  参考文献：
  名称：

  Pauson, P. L.; Watts, W. E., Journal of the Chemical Society

  摘要：

  DOI：
• 作为产物：
  描述：

  以 not given 为溶剂， 生成 1-ferrocenyl-2-phenylethylene
  参考文献：
  名称：

  Mass spectra of organometallic compounds. II. Some cyclopentadienylmetal carbonyl derivatives

  摘要：

  DOI：

  10.1021/ja01008a008

文献信息

• Method for the preparation of ferrocenyl substituted styrene
  申请人：Chung-Shan Institute of Science & Technology

  公开号：US06800776B1

  公开（公告）日：2004-10-05

  Ferrocenecarbonyl and toluene bromide are reacted in an ether solvent and in the presence of magnesium metal as a catalyst. The liquid portion of the reaction mixture is introduced into a silica gel column, wherein the weak acidity of the silica gel is able to dehydrate the reaction intermediate ferrocenyl alcohol product. The column is eluted with ethyl acetate/n-hexane, and after evaporating the solvent from the eluate collected, a purified ferrocenyl substituted styrene is obtained.

  二茂铁羰基和溴甲苯在醚溶剂中，在镁金属存在下作为催化剂进行反应。反应混合物的液体部分被引入硅胶柱中，硅胶的弱酸性能够脱水反应中间体二茂铁醇产物。柱子用乙酸乙酯/正己烷洗脱，蒸发收集的洗脱物中的溶剂后，得到纯化的二茂铁取代苯乙烯。
• The Wittig reaction in the generation of organometallic compounds containing alkenes as side groups
  作者：Edward J. Miller、Carolyn A. Weigelt、Judith A. Serth、Rusydi Rusyid、Jeffery Brenner、Linda A. Luck、Michael Godlewski

  DOI：10.1016/0022-328x(92)83487-3

  日期：1992.11

  The Wittig reaction has been identified as a viable route to transition metal monomers. It has been used to synthesize η5-C5[C(CH3)CHR]}Mn(CO)3 [R  H (68% yield), -CH3 (60%), -CH2CH3 (51%), -CH2CH2CH3 (40%), -C6H5 (46%)] from acetylcymantrene and the appropriate phosphorane at room temperature. η5C5H4[C(CH3)CHR]}(η5-C5H5)Fe [R  -H (81%), -CH3 (77%). -CH2CH3 (36%), -CH2CH2CH3 (27%) have been prepared

  维蒂希反应已被认为是过渡金属单体的可行途径。它已被用于合成η 5 -C 5 [C（CH 3）CHR]}的Mn（CO）3 [RH（收率68％）， - CH 3（60％）， - CH 2 CH 3（51％），-CH 2 CH 2 CH 3（40％），-C 6 H 5（46％）]，在室温下由乙酰基cy啶和适当的磷烷制成。η 5 Ç 5 ħ 4 [C（CH 3）CHR]}（η 5 -C 5 H ^ 5）的Fe [R-H（81％）， - CH3（77％）。在室温下由乙酰基二茂铁和正膦制备-CH 2 CH 3（36％），-CH 2 CH 2 CH 3（27％）。[η 5 -C 5（CHCRR'）H 4 ]（η 5 -C 5 -H 5）的Fe [R，R'-H，H（79％）; -CH 3，H（69％）; -CH 2 CH 3，H（48％）; -CH 2 CH 2 CH 3，H（49％）； m
• Organometallic derivatives. Part IV. The lithiation of ferrocenylmethyl phenyl sulphone and the cleavage of carbon–sulphur bonds by aniline
  作者：J. B. Evans、G. Marr

  DOI：10.1039/p19720002502

  日期：——

  give α-ferrocenylphenethyl phenyl sulphone, 1-ferrocenylpentyl phenyl sulphone, and 1-ferrocenylcyclopropyl phenyl sulphone respectively. The phenyl sulphinyl group was displaced from several α-substituted ferrocenylmethyl phenyl sulphones by aniline to give the corresponding α-substituted anilinomethylferrocenes.

  二甲基氨基甲基二茂铁甲硫醇与苯磺酸钠反应制得二茂铁基甲基苯基砜。将该二茂铁基甲基砜用正丁基锂二锂化。然后与碘甲烷缩合，得到1-二茂铁基-1-甲基乙基苯基砜。二硫代二茂铁也与苄基氯，丁基溴和1，2-二氯乙烷缩合，分别得到α-二茂铁基苯乙基苯基砜，1-二茂铁戊基苯基砜和1-二茂铁环丙基苯基砜。通过苯胺将苯亚砜基从几种α-取代的二茂铁基甲基苯基砜中置换出来，得到相应的α-取代的苯胺基甲基二茂铁。
• Synthesis, third-order nonlinear optical properties and theoretical analysis of vinylferrocene derivatives
  作者：Jianhong Jia、Yanhong Cui、Yujin Li、Weijian Sheng、Liang Han、Jianrong Gao

  DOI：10.1016/j.dyepig.2013.01.028

  日期：2013.8

  A series of vinylferrocene derivatives were synthesized from the reaction of ferrocenecarboxaldehyde, alcohol, and triphenylphosphonium bromide in a one-pot, solid-state reaction. Their third-order nonlinear optical (NLO) properties were evaluated in N,N-dimethylformamide at 800 nm using femtosecond degenerate four-wave mixing. The third-order NLO susceptibilities of the compounds were 2.55-3.78 x 10(-13) esu. The second-order hyperpolarizabilities of the molecules were 2.42-3.60 x 10(-31) esu. The response times were 51-98 fs. The energy of the Highest Occupied Molecular Orbital (HOMO), the Lowest Unoccupied Molecular Orbital (LUMO), the energy gap of the HOMO and LUMO (E-gap), natural charge, and molecular orbitals are performed by the Density Function Theory (OFT). The OFT study showed that the third-order NLO properties were increased with the increasing electron-withdrawing ability in accordance with the decreasing E-gap and the increasing charge transfer among the donor, pi-bridge, and the acceptor. The experiment and theoretical results show that the vinylferrocene derivatives have potential nonlinear optical applications. (C) 2013 Elsevier Ltd. All rights reserved.
• Patin, H.; Dabard, R., Bulletin de la Societe Chimique de France
  作者：Patin, H.、Dabard, R.

  DOI：——

  日期：——