60369-58-6

Upstream product

• 332349-63-0 4-trimethylsilylethynylphenylferrocene 
• 102-54-5 ferrocene 
• 14235-81-5 4-Ethynylaniline 

Downstream Products

• 919481-73-5 (C₅H₅)Fe(C₅H₄C₆H₄CCC₆H₄CHO) 
• 959854-93-4 Fc-C₆H₄-(CC)2-C₆H₅ 
• 1417440-90-4 2-((4-ferrocenyl)-phenylethenyl)-4,4-difluoro-8-phenyl-4-bora-3a,4a-diaza-S-indacene 
• 1510803-73-2 C₄₂H₂₉FeN₃S 
• 1526940-31-7 4-iodo-1-ferrocenyl-phenylethynylbenzene 
• 1644257-25-9 4-[(iodoethynylene)phenylene]ferrocene 

Relevant academic research and scientific papers

Understanding and Controlling Short- A nd Long-Range Electron/Charge-Transfer Processes in Electron Donor-Acceptor Conjugates

We probed a series of multicomponent electron donor2-donor1-acceptor1 conjugates both experimentally and computationally. The conjugates are based on the light harvester and primary electron-donor zinc-porphyrin (ZnP, donor1) to whose β positions a secondary electron-donor ferrocene (Fc, donor2) and the primary electron-acceptor C60-fullerene (C60, acceptor1) are attached. Linking all of them via p-phenylene-acetylene/acetylene bridges of different lengths to gain full control over shuttling electrons and holes between C60, ZnP, and Fc is novel. Different charge-separation, charge-transfer, and charge-recombination routes have been demonstrated, both by transient absorption spectroscopy measurements on the femto, pico-, nano-, and microsecond time scales and by multiwavelength and target analyses. The molecular wire-like nature of the p-phenylene-acetylene bridges as a function of C60-ZnP and ZnP-Fc distances is decisive in the context of generating distant and long-lived C60 --ZnP-Fc+ charge-separated states. For the first time, we confirm the presence of two adjacent charge-transfer states, a C60-ZnP--Fc+ intermediate in addition to C60 --ZnP+-Fc, en route to the distant C60 --ZnP-Fc+ charge-separated state. Our studies demonstrate how the interplay of changes in the reorganization energy and the damping factor of the molecular bridges, in addition to variation in the solvent polarity, affect the outcome of the charge-transfer and corresponding rate constants. The different regions of the Marcus parabola are highly relevant in this matter: The charge recombination of, for example, the adjacent C60 --ZnP+-Fc charge-separated state is located in the inverted region, while that of the distant C60 --ZnP-Fc+ charge-separated state lies in the normal region. Here, the larger reorganization energy of Fc relative to ZnP makes the difference.

Synthesis, linear and nonlinear optical properties of thermally stable ferrocene-diketopyrrolopyrrole dyads

A set of new ferrocene-diketopyrrolopyrrole (Fc-DPP) conjugated dyads was synthesized and their optical, nonlinear optical (NLO) and electrochemical properties were investigated. The second-order nonlinear polarizabilities were determined using hyper-Rayleigh scattering with femtosecond pulsed laser light at 840 nm. The dyads exhibited structure dependent NLO response, which could be explained by correlating optical as well as electrochemical data. In the latter case, it is shown that the amplitude of the Fc based one-electron redox process of D-π-A type dyads is doubled in the dyads of the type D-π-A-π-D, where the acceptor (DPP) is flanked by two Fc donors.

Ferrocenyl end capped molecular rods: Synthesis, structure, and properties

A series of ferrocenyl phenylethynyl rods 1-11 were designed, and synthesized by a Pd catalysed Sonogashira cross-coupling, and oxidative homo-coupling reactions. The ferrocenyl moieties in the rods 1-11 are attached at the para/meta position of phenylethynyl unit or at the acetylenic unit. The effect of enhancing the conjugation, and connectivity (meta/para) on the photonic and electrochemical properties were explored. The para linkage, and butadiynyl linkage lower the band gap in the rods. The meta linked ferrocenyl phenylethynyl rods 2, 4, and 10 show good HOMO-LUMO separation compared to para linked rods 1, 3, 9. The single crystal X-ray structures of rods 2, 4, 10, 14 and 19 are reported. The ferrocene units in rods 2, 4, and 10 are in a trans configuration with respect to the phenyl ring.

Ferrocenyl pyrazaboles: Design, synthesis, structure, and properties

This article reports the design and synthesis of donor-acceptor-donor type ferrocenyl-substituted pyrazaboles by the Pd-catalyzed Suzuki and Sonogashira coupling reactions. The photophysical and electrochemical behaviors of the ferrocenyl-substituted pyra

Synthesis and characterization of eight new tetraphenylporphyrins bearing one or two ferrocenes on the β-pyrrole positions

One or two ferrocenes were linked to the β-pyrrole positions of the free base TPP or its zinc complex through an ethynyl or ethynylenephenylene group using a modification of the Sonogashira method. All the compounds were characterized using UV-vis, FAB-mass and NMR spectroscopy and cyclic voltammetry.

Semimasked 1,1′-diethynylferrocenes: Synthetic concepts, preparations, and reactions

Due to the inherent instability of 1,1′-diethynylferrocene, the respective coupling chemistry for the access of oligonuclear systems requires stepwise preparative sequences involving consecutive ethyne deprotection, or the conversion of latent ethyne prec