((trimethylsilyl)buta-1,3-diynyl)ferrocene | 405273-95-2

• 英文名称: ((trimethylsilyl)buta-1,3-diynyl)ferrocene
• 英文别名: 1-ferrocenyl-4-trimethylsilyl-1,3-butadiyne；ferrocenyl-C2C2SiMe3；CpFeC5H4CCCCSiMe3；FcCCCCSiMe3；(ferrocenyl)CCCCSiMe3；Me3SiCCCCFc
• CAS: 405273-95-2
• 化学式: C₁₇H₁₈FeSi
• 分子量: 306.262
• InChiKey: LQPRJNOIQILWOJ-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：

  chlorocyclopentadienylbis(triphenylphosphine)ruthenium(II) 、 ((trimethylsilyl)buta-1,3-diynyl)ferrocene 在 potassium fluoride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以32%的产率得到Ru(C2C2-ferrocenyl)(1,2-bis(diphenylphosphino)ethane)Cp
  参考文献：
  名称：

  Oxidative Dimerization of Aryldiynyl–Ruthenium Complexes

  摘要：

  Chemical oxidation of Ru(C CC CR)(dppe)Cp with [FeCp2]PF6 affords the binuclear cations [{Ru(dppe)Cp}(2)C8R2](2+)(PF6-)(2) (R = Ph, 7(2+)(PF6-)(2); R = Fc, 8(2+)(PF6-)(2)) by radical coupling at electron-rich sites involving the inner and outer C C triple bonds, to give cyclobutenediylidene derivatives. In each case, mixtures of symmetrical and asymmetrical isomers were obtained (2:1 for 7(2+)(PF6-)(2), 1:1 for 8(2+)(PF6-)(2)), shown by single-crystal X-ray diffraction structure determinations of 7(2+)-asym(PF6-)(2) and 8(2+)-sym(AsF6-)(2). 8(2+)-sym consists of a central C-4 ring with two =C=C=Ru(dppe)Cp groups in the 1,2-positions and two Fc substituents in the 3,4-positions, whereas for 7(2+)-asym the substituent =Ru(dppe)Cp is in the 1-position, =C=C=Ru(dppe)Cp is in the 2-position, Ph is in the 3-position, and -C CPh is in the 4-position. DFT calculations reveal that the precursor cationic diynyl complexes show important electron density on C-beta and C-delta, suggesting that radical coupling (C-delta + C-delta) or (C-beta + C delta) affords the sym and asym isomers, respectively.

  DOI：

  10.1021/om3005146
• 作为产物：
  描述：

  三甲基氯硅烷 、 1-chloro-4-ferrocenylbut-1-ene-3-yne 在 LiNPr(i)2 作用下， 以 乙醚 为溶剂， 以90%的产率得到((trimethylsilyl)buta-1,3-diynyl)ferrocene
  参考文献：
  名称：

  Ru（CCCCFc）（PP）Cp（PP = dppm，dppe）与相关化合物的合成，结构和一些反应

  摘要：

  Ru（CCCCFc）（PP）Cp [PP = dppe（1），dppm（2）]，是在KF（1）或HCCCCFc和K存在下，由RuCl（PP）Cp与FcCCCCSiMe 3之间的反应获得的。[PF 6 ]（2），都添加了dbu。的DPPE复杂发生反应的Co 2（CO）6（L 2）[L 2  =（CO）2，DPPM]，得到3，4其中Co 2（CO）4（L 2）基团连接到所述外CC三键。3（的PPh 3类似物5）也已被表征。相反，四氰基乙烯反应生成两个异构体配合物6和7，其中氰基烯烃已添加至任一CC三键。在Na [BPh 4 ]存在下于thf / NEt 3混合物中进行RuCl（dppe）Cp与HCCCCFc的反应，得到[Ru {CCC（NEt 3）CHFc}（dppe）Cp] BPh 4（8），可能是通过将胺加到（未观察到的）中间体丁三烯[Ru（CCCCHFc）（dppe）Cp] +中形成的。

  DOI：

  10.1016/j.jorganchem.2004.05.028

文献信息

• Synthesis and Properties of Subphthalocyanine–Tetracyanobutadiene–Ferrocene Triads
  作者：Alberto Viñas Muñoz、Henrik Gotfredsen、Martyn Jevric、Anders Kadziola、Ole Hammerich、Mogens Brøndsted Nielsen

  DOI：10.1021/acs.joc.7b03122

  日期：2018.2.16

  A series of boron subphthalocyanine–tetracyanobutadiene–ferrocene (SubPc–TCBD–Fc) triads was synthesized by subjecting SubPcs with a ferrocenylethynyl substituent at either the axial or peripheral position to a [2 + 2] cycloaddition reaction with tetracyanoethylene followed by retroelectrocyclization. The ferrocenylethynyl unit was introduced at the axial position (at the boron atom) by a simple aluminum

  通过使SubPcs在轴向或周边位置带有二茂铁基乙炔基取代基的SubPcs与四氰基乙烯进行[2 + 2]环加成反应，然后进行逆电环化反应，合成了一系列的亚酞菁硼-四氰基丁二烯-二茂铁（SubPc-TCBD-Fc）三单元组。二茂铁基乙炔基单元是通过简单的氯化铝介导的炔基化反应在轴向位置（硼原子处）引入的，而SubPc外围的官能化是通过Sonogashira偶联反应实现的。发现将一个炔烃单元转化为TCBD单元以及所得TCBD-Fc部分的位置对光学和氧化还原性质有很大影响，这归因于各个供体之间的基态相互作用非常不同/接收器系统。因此，第一次电化学氧化可从最强的供体分子（具有最不易受干扰的二茂铁特性）向最差的供体分子（具有极易受干扰的二茂铁特性）阳极移位多达0.4V。SubPc-TCBD-Fc三联体可逆地达到六个氧化还原状态，-3，-3，-2，-1、0，+ 1，+ 2，对于一种化合物，在缓慢扫描的时
• Syntheses and Structural Studies of Several Diynyl-Ruthenium Complexes and their Adducts with Cyano-Alkenes
  作者：Michael I. Bruce、Alexandre Burgun、Guillaume Grelaud、Martyn Jevric、Brian K. Nicholson、Brian W. Skelton、Allan H. White、Natasha N. Zaitseva

  DOI：10.1002/zaac.201100123

  日期：2011.8

  Herein are described some continuing investigations into the reactions of cyano-alkenes with diynyl-ruthenium complexes which have resulted in the preparation and characterisation of diynyl-ruthenium compounds Ru(C≡CC≡CR)(PP)Cp [R = Ph, PP = dppe; R = Fc, PP = dppf; R = CPh=CBr2, PP = (PPh3)2], together with the polycyanobutadienyls RuC≡CC[=C(CN)2]CR=CR′(CN)}(PP)Cp′ [R = Fc, (PP)Cp′ = (dppf)Cp; R

  本文描述了对氰基烯烃与二炔基钌配合物反应的一些持续研究，这些反应导致了二炔基钌化合物 Ru(C≡CC≡CR)(PP)CP [R = Ph, PP = dpe; R = Fc，PP = dppf；R = CPh=CBr2, PP = (PPh3)2]，连同聚氰基丁二烯基 RuC≡CC[=C(CN)2]CR=CR'(CN)}(PP)CP' [R = Fc, ( PP)CP' = (dppf)CP; R = H, SiMe3, (PP)CP' = (dppe)CP*] 通过氰基烯烃与外部 C≡C 三键的 [2 + 2]-环加成和随后的开环反应形成。报道了六种配合物的单晶 XRD 分子结构测定。
• Hydrosilylation of Ferrocenylalkyne−Dicobalthexacarbonyl Complexes. Model Reactions for the Synthesis of Organometallic Dendrimers
  作者：Ángel Nievas、Jorge J. González、Elisa Hernández、Esther Delgado、Avelino Martín、Carmen M. Casado、Beatriz Alonso

  DOI：10.1021/om1011903

  日期：2011.4.11

  }═C(H)Fc]4 (6). Characterization of all compounds by 1H, 13C1H}, and 29Si1H} NMR and IR spectroscopy, as well as mass spectrometry, supports their assigned structures. The molecular structures of compounds [Co3(CO)9}(μ3-CCH2Fc)] (2), [C(O)C(Fc)═C(SiEt3)C═C(H)Fc] (5), [Co2(CO)6}(μ,η2-FcC≡CCCH)] (8), and [Co2(CO)6}2(μ,η2,η2-FcCCCCSiMe3)] (9) have been determined by single-crystal X-ray diffraction

  区域选择性和ferrocenylalkyne-dicobalthexacarbonyl复合物与HSiEt立体选择性氢化硅烷化反应3或树枝状聚合物的Si [CH 2 CH 2 CH 2的Si（CH 3）2 H] 4已经得到ferrocenylvinylsilanes [FCC（SIET 3）= CH 2 ]（1） ，[FcC≡CC（SiEt 3）═C（H）R] [R = Fc（E - 4），H（13），SiMe 3（Z - 15）]和[（E）-FcC（H） = C（SIET 3）C≡CSiMe 3 ]（14）和ferrocenylvinyl官能碳硅烷树状体的Si [CH 2 CH 2 CH 2的Si（CH 3）2 C（Fc）的= CH 2 ] 4（3）和（Ž）-Si [CH 2 CH 2 CH 2的Si（CH 3）2 C C≡CFc}═C（H）Fc] 4（6）。通过1 H，13 C 1
• Strong Electronic Couplings between Ferrocenyl Centers Mediated by Bis-Ethynyl/Butadiynyl Diruthenium Bridges
  作者：Guo-Lin Xu、Robert J. Crutchley、Maria C. DeRosa、Qing-Jiang Pan、Hong-Xing Zhang、Xiaoping Wang、Tong Ren

  DOI：10.1021/ja0534452

  日期：2005.9.28

  A series of trans-(FcC(2n))Ru-2(Y-DMBA)(4)(C(2m)Fc) with n, m = 1 and 2 and Y-DMBA as N,N'-dimethylbenzamidinate or N,N'-dimethyl-(3-methoxy)benzamidinate have been synthesized and characterized. The intramolecular Fc center dot center dot center dot Fc distances, established through single-crystal X-ray diffraction studies, range from 11.6 to 16.6 angstrom. Results from both voltammetric and spectroelectrochemical studies indicate that the (-C-2n)Ru-2(Y-DMBA)(4)(C-2m-) fragments are among the most efficient mediators of intramolecular hole transfer. Density-functional calculations offer both the insight on the ground-state electronic properties and unambiguous assignment for the observed electronic absorptions.
• Redox-Active Heterometallic Ferrocenylalkynyl Carbosilane Dendrimers Incorporating Os₃(CO)₁₀ Clusters
  作者：Ángel Nievas、María Medel、Elisa Hernández、Esther Delgado、Avelino Martín、Carmen M. Casado、Beatriz Alonso

  DOI：10.1021/om100537k

  日期：2010.10.11

  First and second generations of carbosilane heteromctallic dendrimers 7-10 have been prepared by reaction of the novel dendrimers 1-4 functionalized. with ferrocenylethynyl and ferrocenylbutadiynyl with Os-3(CO)(10)(NCMe)(2).