55404-68-7

Usage

Uses

Used in Chemical Industry:
Ferrocene is utilized as a catalyst in organic synthesis for its ability to facilitate various chemical reactions, enhancing the efficiency and selectivity of the processes.
Used in Automotive Industry:
Ferrocene is employed as an anti-knock additive in gasoline, which helps to prevent engine knocking and improve the performance and efficiency of internal combustion engines.
Used in Pharmaceutical Industry:
Ferrocene has potential applications in medicine, particularly in the development of novel drugs for the treatment of cancer and infectious diseases, due to its versatile reactivity and stability.

InChI:InChI=1/2C5H5.Fe/c2*1-2-4-5-3-1;/h2*1-3H,4H2;/rC10H10Fe/c1-2-6-9(5-1)11-10-7-3-4-8-10/h1-5,7H,6,8H2

Upstream product

• 116693-42-6 ferrocenyl-pentacarbonylmanganese 
• 75-05-8 acetonitrile 
• 156670-88-1 (pentadeuteriocyclopentadienyl)[1,2,4-tris(trimethylsilyl)cyclopentadienyl]iron(II) 
• 542-92-7 cyclopenta-1,3-diene 
• 228118-52-3 tetrabutylammonium dimethylaurate(I) 
• 85629-35-2 [(C₅H₅)(CO)2Fe(CH(SCH₃)(P(C₆H₅)3))]⁽¹⁺⁾*BF₄^(1-)=[(C₅H₅)(CO)2Fe(CH(SCH₃)(P(C₆H₅)3))]BF₄ 
• 1274-09-5 bis(ferrocenyl)mercury 
• 348161-12-6 (C₅H₅)Fe(C₅H₄COOCH₂C₅H₄N) 
• 1277-51-6 (η5-cyclopentadienyl)(η6-benzene)iron(II) tetrafluoroborate 
• 7439-89-6 iron 
• 109-97-7 pyrrole 
• 34822-90-7 cyclopentadienylthallium 
• 12083-43-1 bis(cyclopentadienyl)beryllium 
• 1273-76-3 iodoferrocene 

Downstream Products

• 12125-80-3 ferrocenium 
• 14900-04-0 triiodide^(1-) 
• 1273-74-1 chloroferrocene 
• 12126-50-0 bis(pentamethylcyclopentadienyl)iron(II) 
• 1273-94-5 1,1'-diacetylferrocene 
• 19229-76-6 iron(III) 

Relevant academic research and scientific papers

Synthesis and electrosynthesis of bis-silylated cyclopentadienylniobium(V) cationic complexes. Their reactions and structural characterization

Chemical oxidation of complexes Nb(η5-C5H4SiMe3)2X2, X = Cl (1), Br (2), I (3), with ferrocenium hexafluorophosphate in dichloromethane gives the cationic complexes 5-C5H4SiMe3)2X2>+ PF6-, X = Cl (4), Br (5

Photoresist based on metallocene compound and preparation method and application thereof

The invention belongs to the technical field of photoresist, and particularly relates to a photoresist based on a metallocene compound as well as a preparation method and application of the photoresist. The metallocene compound disclosed by the invention adopts metal as a central core structure, so that the metallocene compound has a relatively high melting point and glass-transition temperature, can meet the requirements of a photoetching technology, and is stable in structure, and a film structure is not changed during high-temperature baking. In addition, the photoresist composition provided by the invention can be used in modern photoetching processes such as 248nm photoetching, 193nm photoetching, extreme ultraviolet (EUV) photoetching, nanoimprint lithography (NIL), electron beam lithography (EBL) and the like, and is particularly suitable for being used in an extreme ultraviolet (EUV) photoetching process.

Reactions of Ferrocenium Hexafluorophosphate with P?OR Nucleophiles Give Ring C?H Functionalization or Ring Replacement Products Depending on the Phosphorus Reagent

Ferrocenium hexafluorophosphate reacts with different P?OR nucleophiles (PR3) in CH2Cl2 at room temperature to give either half-sandwich complexes [CpFe(PR3)3](PF6) (PR3=P(OMe)3, P(OEt)3, PhP(OMe)2) or ferrocenylphosphonium salts [CpFe(C5H4PR3)](PF6) (PR3=iPr2P(OMe), iPr2P(OEt)). Mixtures of both products are formed for some other nucleophiles (PR3=Ph2P(OMe), Ph2P(OEt), PhP(OiPr)2). The mechanism of the former reaction was established using DFT calculations. This reaction pathway is especially characteristic of π-acceptor nucleophiles, which is presumably explained by their ability to stabilize the 19e intermediates. The result of the reaction with tertiary phosphines, aminophosphines, and P?OR nucleophiles can be reliably predicted based on the values of the Tolman electronic parameter (below 2070 cm?1 – only ferrocenylphosphonium salt, in between 2073 cm?1 and 2080 cm?1 – only half-sandwich complex, and in the range from 2070 cm?1 to 2073 cm?1 – mixtures of both products).

Iodoferrocene as a partner inN-arylation of amides

In this study, we developed a convenient methodology for theN-arylation of various acetamides, benzamides and related compounds by iodoferrocene. Optimization of the reaction was first performed from acetamide on the basis of the achievements in the benzene series. Next, the identified conditions (use of copper(i) iodide,N,N′-dimethylethylenediamine, tripotassium phosphate in dioxane at 90 °C for 14 h) were applied to different aliphatic/aromatic primary and cyclic/acyclic secondary amides in order to determine the scope of the reaction, thus easily generating a small library of ferrocene amides.

Imidazolium Cyclopentadienide Salts and their Use as Cp-Transfer Reagents

The reaction of N-heterocyclic carbenes, 1a–c, towards cyclopentadienes, 2a–c, was studied. N,N′-diisopropyl-substituted carbene 1a acts as a Br?nsted base and deprotonates cyclopentadiene, 2a, and isopropylcyclopentadiene, 2b, to yield the corresponding imidazolium cyclopentadienide salts, 3a,b, whereas there is no reaction towards 1,2,3,4,5-pentamethylcyclopentadiene. Imidazolium cyclopentadienide salts, 3a,b, were characterized in solution by 1H and 13C NMR spectroscopy, as well as in the solid state by single-crystal X-ray diffraction. In addition, it was demonstrated that imidazolium cyclopentadienide salt 3a can be used as a Cp-transfer reagent in the synthesis of different cyclopentadienyl transition metal complexes.

Effect of ring size on the properties of μ3-Cycloalkyne complexes: Synthesis of triruthenium complexes containing a perpendicularly coordinated μ3-Allenyl ligand

A series of triruthenium complexes, [{Cp*Ru(μ-H)}3(μ3-η2:η2-CnH2n-4)] (2a, n = 6; 2b, n = 7; 2c, n = 8), containing a triply bridgin cycloalkyne ligand was synthesized. Although no noticeable differences were detected in the ground state, the rate of dynamic motion of the cycloalkyne ligand increased remarkably as the ring size increased. Owing to the flexibility of the larger rings, an allylic C–H bond can interact with one of the metal centers, stabilizing the transition state of the dynamic process. This interaction also caused allylic C–H bond scission upon chemical oxidation. In the case of 2b and 2c, a cationic μ3-η2:η2:η2-allenyl complex, [{Cp*Ru(μ-H)}3(μ3-η2:η2:η2-CnH2n-5)]+ (3b, n = 7; 3c, n = 8), was obtained. X-ray diffraction studies of 3 clearly show that the allenyl group is coordinated to one of the Ru-Ru bonds in a perpendicular fashion, unlike the known “parallel” μ3-allenyl complexes. In contrast to the reactions of 2b and 2c, chemical oxidation of 2a occurred via the incorporation of adventitious H2O rather than intramolecular C-H bond cleavage. Consequently, cationic μ3-cyclohexyne-μ-hydroxo complex, [{Cp*Ru(μ-H)}3(μ-OH)(μ3-η2-C6H8)]+ (5a) was obtained in 38% yield by the reaction with 2 equiv [Cp2Fe]+ in the presence of excess water. These results clearly show that the reaction pathway of the μ3-cycloalkyne complex varies with the ring size.

Naphthocage: A Flexible yet Extremely Strong Binder for Singly Charged Organic Cations

We report a quite flexible naphthol-based cage (so-called "naphthocage") which adopts a self-inclusion conformation in its free state and is able to bind singly charged organic cations extremely strongly (Ka > 107 M-1). Ion-selective electrodes prepared with this naphthocage show a super-Nernstian response to acetylcholine. In addition, the highly stable complex (1010 M-1) between ferrocenium and the naphthocage can be switched electrochemically, which lays a basis for its application in stimuli-responsive materials.

Reaction of ferrocenium ion with secondary phosphines: replacement of cyclopentadienyl ligand rather than its C—H functionalization

The reactions of ferrocenium salts with secondary phosphines Ph2PH, Cy2PH, and Et2PH proceed as replacement of the cyclopentadienyl ring to afford half-sandwich complexes [C5H5Fe(R2PH)3](X) (X = PF6, BF4) rather than ferrocenylphosphonium salts [C5H5FeC5H4— (PHR2)](X).

Oxidation of Iron Complex with NHC Ligand with Molecular Iodine

Abstract: Complex (η5-C5H5)2Fe2(CO)4 (I) reacts with 1,3-dimethylimidazolium-2-carboxylate Me2ImCO2 to give asymmetric binuclear carbene iron complex (η5-C5H5)2Fe2(CO)3(Me2Im) (II) (Me2Im = 1,3-dimethylimidazol-2-ylidene). The oxidation of compound II with elemental iodine proceeds via two mechanisms, symmetrical and asymmetrical, to form four products: (η5-C5H5Fe(CO)2(Me2Im)I (III), (η5-C5H5)Fe(CO)2I (IV), (η5-C5H5Fe(CO)2(Me2Im)I3 (V), and ferrocene (VI). In each case, two pairs of reaction products have formed, two of which include NHC ligand: neutral iron(III) complex and ionic complex V. Optimal synthesis conditions to obtain preferably one of these complexes have been found. Geometry and transition state energy of supposed reaction mechanism have been calculated by quantum chemistry methods.

Frustrated Lewis pairs incorporating the bifunctional Lewis acid 1,1′-fc{B(C6F5)2}2: Reactivity towards small molecules

Applications of the bifunctional ferrocenediyl Lewis acid 1,1′-fc{B(C6F5)2}2 in frustrated Lewis pair (FLP) chemistry are described. The coordination (or otherwise) of a range of sterically encumbered C-, N- and P-centred Lewis bases has been investigated, with lutidine, tetramethylpiperidine, PPh3, PtBu3 and the expanded ring carbene 6Dipp being found to be sterically incapable of coordinate bond formation. The chemistry of a range of these FLPs in the presence of H2O, NH3, CO2 and cyclohexylisocyanate (CyNCO) has been investigated, with the patterns of reactivity identified including simple coordination chemistry, E-H bond cleavage and C-B insertion.