1273-76-3Relevant articles and documents
Oligomerization of phenylferrocenylacetylene under the action of WCl 6
Tatarinova, Inna V.,Tarasova, Ol'Ga A.,Markova, Marina V.,Morozova, Lyudmila V.,Mikhaleva, Al'Bina I.,Trofimov, Boris A.
, p. 124 - 127 (2012)
Phenylferrocenylacetylene was found to be capable of oligomerizing in the presence of WCl6 (130 °C, 24 h) to afford short polyenes (with about 5 monomer units in the macromolecule) in up to ～30% yield. The polyenes synthesized are promising rea
Facile purification of iodoferrocene
Goeltz, John C.,Kubiak, Clifford P.
, p. 3908 - 3910 (2011)
We report a simple method for purifying large amounts of iodoferrocene, synthesized in one step from ferrocene. Halogenated ferrocene derivatives have been known for some time, but are commonly not purified, as obtaining pure samples typically requires multiple steps and often involves use of highly toxic organomercury complexes. The purification described here takes advantage of the increased oxidation potential of iodoferrocene, relative to ferrocene.
Butler, Ian R.,Wilkes, Steven B.,McDonald Sara J.,Hobson, Lois J.,Taralp, Alpay,Wilde, C. Paul
, p. 129 - 132 (1993)
Oxidative purification of halogenated ferrocenes
Inkpen, Michael S.,Du, Shuoren,Driver, Mark,Albrecht, Tim,Long, Nicholas J.
, p. 2813 - 2816 (2013)
We report the large scale syntheses and 'oxidative purification' of fcI2, fcBr2 and FcBr (fc = ferrocene-1,1′-diyl, Fc = ferrocenyl). These valuable starting materials are typically laborious to separate via conventional techniques, but can be readily isolated by taking advantage of their increased E1/2 relative to FcH/FcX contaminants. Our work extends this methodology towards a generic tool for the separation of redox active mixtures.
Bis-ferrocenyl-pyridinediimine trinuclear mixed-valent complexes with metal-binding dependent electronic coupling: Synthesis, structures, and redox-spectroscopic characterization
Carter, Cole,Kratish, Yosi,Jurca, Titel,Gao, Yanshan,Marks, Tobin J.
, p. 18715 - 18729 (2020)
A family of metal dichloride complexes having a bisferrocenyl- substituted pyridinediimine ligand was systematically synthesized ((Fc2PDI)MCl2, M = Mg, Zn, Fe, and Co) and characterized crystallographically, spectroscopically, electrochemically, and computationally. Electronic coupling between the ligand ferrocene units is switched on upon binding to a MCl2 fragment, as evidenced by both sequential oxidation of the ferrocenes in cyclic voltammetry (ΔEox ≈ 200 mV) and by Inter-Valence Charge Transfer electronic excitations in the near IR. Additionally, UV-vis spectra are used to directly observe orbital mixing between the ferrocenyl units and the imine π system since breaking of the orbital symmetry results in allowed transitions (? = 2800 M-1cm-1 vs ? ≈ 200 M-1cm-1 in free ferrocene) as well as broadening and red-shifting of the ferrocenyl transitions-indicating organic character in formerly pure metal-centered transitions. DFT analysis reveals that interaction between the ferrocenes and the MCl2 fragment is small and suggests that communication is mediated by better energy matching between the ferrocene and organic π? orbitals upon coordination, allowing superexchange coupling through the LUMO. Furthermore, single crystal diffraction data obtained from oxidation of one and both ferrocenes show distortions, introducing the empty dxy/dx2-y2 orbitals into the secondary coordination sphere of the MCl2 fragment. Such structural rearrangements are infrequent in ferrocenyl mixedvalent compounds, and implications for catalysis as well as electronic communication are discussed.
Syntheses and purification of the versatile synthons iodoferrocene and 1,1′-diiodoferrocene
Roemer, Max,Nijhuis, Christian A.
, p. 11815 - 11818 (2014)
This paper describes the improved synthesis and purification of iodoferrocene (FcI) and 1,1′-diiodoferrocene (FcI2). FcI and FcI2 were prepared by mono- and dilithiation of ferrocene followed by conversion into iodoferrocenes by reaction with iodine. Purification was accomplished by a simple sublimation/distillation procedure, affording FcI and FcI2 in high yields (74 and 72%) and high purity (>99.9%). We determined the molecular structures of FcI and FcI2 by X-ray single crystal diffraction. This journal is the Partner Organisations 2014.
Scalable Synthesis of Functionalized Ferrocenyl Azides and Amines Enabled by Flow Chemistry
Boeser, Lisa,Christmann, Mathias,Hartmayer, Bence,Heretsch, Philipp,Kleoff, Merlin,Sarkar, Biprajit,Schwan, Johannes
, (2020)
A scalable access to functionalized ferrocenyl azides has been realized in flow. By halogen-lithium exchange of ferrocenyl halides and trapping with tosyl azide, a variety of functionalized ferrocenyl azides were obtained in high yields. To allow a scalable preparation of these potentially explosive compounds, a flow protocol was developed accelerating the reaction time to minutes and circumventing accumulation of potentially hazardous intermediates. The corresponding ferrocenyl amines were then prepared by a reliable reduction process.
Amino ferrocene derivative and organic light emitting diode
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Paragraph 0035; 0037, (2017/07/01)
The invention provides an amino ferrocene derivative. The amino ferrocene derivative is described as in a formula (I) in the specification. In the formula (I), Ar1 and Ar2 are identically or differently selected from substituted or non-substituted aryl groups of C6 to C10. The amino ferrocene derivative provided by the invention can be used as a p-type carrier generation layer in OLED; meanwhile, the OLED connected in series (series type OLED) can obtain the characteristics of high illumination brightness, external quantum efficiency, current efficiency, etc.
