Synthesis and Characterization of New Ferrocene‐Containing Ionic Liquids

Gharib, Bhasem; Hirsch, Andreas

doi:10.1002/ejoc.201400061

Cited by 17 publications

(8 citation statements)

References 87 publications

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“…It should be noted that this strategy works well for compounds 4 and 6 but not for 5. Similarly disparate reactivities were observed by Hirsch et al when they tried to use deprotonated ferrocenemethanol to react with dibromoalkanes; 48 the etherification reactions were successful when the number of carbon atoms is three or five, whereas no etherification was observed with four. Instead, compound 5 can be obtained by reacting ferrocenedimethanol and 3-buten-1-ol in the presence of catalytic acetic acid.…”

Section: ■ Introductionsupporting

confidence: 56%

Ring-Closing Metathesis and Ring-Opening Metathesis Polymerization toward Main-Chain Ferrocene-Containing Polymers

et al. 2018

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We report the preparation of cyclic ferrocenyl olefins with various substituents and different ring sizes by ring-closing metathesis (RCM). These ferrocene-containing monomers were subject to ring-opening metathesis polymerization (ROMP), leading to main-chain ferrocene-containing homopolymers, random copolymers, and block copolymers. Depending on the substituents, ferrocenyl homopolymers are semicrystalline or amorphous with good solubility. A semicrystalline polymer was used in the crystallization-driven self-assembly (CDSA) of block copolymers to generate platelet nanostructures.

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Section: ■ Introductionsupporting

confidence: 56%

Ring-Closing Metathesis and Ring-Opening Metathesis Polymerization toward Main-Chain Ferrocene-Containing Polymers

et al. 2018

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“…We prepared AcS(CH 2 ) 4 Fc(CH 2 ) 4 SAc from native ferrocene in three steps using well-established procedures (see Supplementary Methods , Supplementary Fig. 8 and refs 47 and 48 ). All compounds were characterized with 1 H NMR, 13 C NMR and ESI HRMS.…”

Section: Methodsmentioning

confidence: 99%

Electrostatic control over temperature-dependent tunnelling across a single-molecule junction

et al. 2016

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Understanding how the mechanism of charge transport through molecular tunnel junctions depends on temperature is crucial to control electronic function in molecular electronic devices. With just a few systems investigated as a function of bias and temperature so far, thermal effects in molecular tunnel junctions remain poorly understood. Here we report a detailed charge transport study of an individual redox-active ferrocene-based molecule over a wide range of temperatures and applied potentials. The results show the temperature dependence of the current to vary strongly as a function of the gate voltage. Specifically, the current across the molecule exponentially increases in the Coulomb blockade regime and decreases at the charge degeneracy points, while remaining temperature-independent at resonance. Our observations can be well accounted for by a formal single-level tunnelling model where the temperature dependence relies on the thermal broadening of the Fermi distributions of the electrons in the leads.

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“…A ferrocene-based RAIL, [FcC 6 ImC 1 ][TFSI], was synthesized according to the report of Gharib and Hirsch . A viologen-based RAIL, [C 4 VC 7 ][TFSI] 2 , was synthesized as our previous reports. , Identification of the RAILs was performed by 1 H NMR and FAB-MS spectroscopies.…”

mentioning

confidence: 99%

“…A ferrocene-based RAIL, [FcC 6 ImC 1 ][TFSI], was synthesized according to the report of Gharib and Hirsch. 19 A viologen-based RAIL, [C 4 VC 7 ][TFSI] 2 , was synthesized as our previous reports. 16,17 Figure 1a shows the CV for the mixed solution of [FcC 6 ImC 1 ][TFSI] and [C 4 VC 7 ][TFSI] 2 at a sweep rate (ν) of 50 mV s −1 .…”

mentioning

confidence: 99%

Electrochromism of Ferrocene- and Viologen-Based Redox-Active Ionic Liquids Composite

Tahara

Uranaka

Hirano

et al. 2018

ACS Appl. Mater. Interfaces

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Redox-active ionic liquids (RAILs) require no other additional reagents such as solvent and supporting electrolyte for electrochemical reactions under undiluted condition. Viologen-based RAILs are one of the electrochromic (EC) ionic liquids with sharp color contrast and high chemical stability. An operation of an EC cell requires two electroactive elements, an EC material and a charge compensating material. In this study, an equimolar composite of a viologen-based RAIL as the EC material and a ferrocene-based RAIL as the charge compensation material, was synthesized and applied to an EC cell. The EC cell with the composite RAIL of as high concentration as 0.92 M each redox species showed good coloration efficiency (91.4 cm2 C–1 at 540 nm on 1.0 V). The coloration process of the EC cell was diffusion-limited process. The current and absorbance of the EC cell reached constant values at large enough bias voltage because of the charge recombination between reduced viologens and oxidized ferrocenes. The recombination affected rapid color erasing process. Almost no deterioration of the composite RAIL was found by 1H NMR after 13 000 potential cycle durability experiment.

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Synthesis and Characterization of New Ferrocene‐Containing Ionic Liquids

Cited by 17 publications

References 87 publications

Ring-Closing Metathesis and Ring-Opening Metathesis Polymerization toward Main-Chain Ferrocene-Containing Polymers

Ring-Closing Metathesis and Ring-Opening Metathesis Polymerization toward Main-Chain Ferrocene-Containing Polymers

Electrostatic control over temperature-dependent tunnelling across a single-molecule junction

Electrochromism of Ferrocene- and Viologen-Based Redox-Active Ionic Liquids Composite

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