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Organometallic compound: Fe(II) sandwiched between two cyclopentadienyl rings
Ferrocene is an organometallic compound with the formula Fe(C5H5)2. The molecule is a cyclopentadienyl complex consisting of two cyclopentadienyl rings
Ferrocene
Chemical compound
ferrocene, commonly abbreviated dppf, is an organophosphorus compound commonly used as a ligand in homogeneous catalysis. It contains a ferrocene moiety
1,1'-Bis(diphenylphosphino)ferrocene
1,1'-Bis(diphenylphosphino)ferrocene
Agent used to increase a fuel's octane rating
additive) MTBE Ethanol Methylcyclopentadienyl manganese tricarbonyl (MMT) Ferrocene Iron pentacarbonyl Toluene Isooctane BTEX - a hydrocarbon mixture of benzene
Antiknock_agent
Pharmaceutical compound
States or in Canada. 1Fe-LSD contains ferrocenyl, an iron substituent. Ferrocene is an orange organometallic compound and its attachment to the LSD molecule
1Fe-LSD
Ferrocenophanes, also called ansa ferrocenes (from ansa: handle in greek), are organometallic compounds which are derived from ferrocene. They are a subset of ansa-metallocenes
Ferrocenophanes
Chemical compound
1'‑Bis(diphenylphosphino)ferrocene]palladium(II) dichloride is a palladium complex containing the bidentate ligand 1,1'-bis(diphenylphosphino)ferrocene (dppf), abbreviated
(1,1'-Bis(diphenylphosphino)ferrocene)palladium(II) dichloride
(1,1'-Bis(diphenylphosphino)ferrocene)palladium(II)_dichloride
Chemical compound made of two ring ligands bound to a metal
D. Dunitz, L. E. Orgel and R. A. Rich, who confirmed the structure of ferrocene by X-ray crystallography. The correct structure, in which the molecule
Sandwich_compound
Chemical element with atomic number 26 (Fe)
+7. Iron also forms many coordination complexes; some of them, such as ferrocene, ferrioxalate, and Prussian blue have substantial industrial, medical
Iron
Chemical compound
a reduction potential of 0.67 V versus ferrocene/ferrocenium (acetonitrile solution) or 0.70 V versus ferrocene/ferrocenium (dichloromethane solution)
Tris(4-bromophenyl)ammoniumyl hexachloroantimonate
Tris(4-bromophenyl)ammoniumyl_hexachloroantimonate
Type of compound having a metal center
they are shown in a staggered conformation. The first metallocene was ferrocene, discovered simultaneously in 1951 by Kealy and Pauson, and Miller et
Metallocene
Chemical compound
organoiron compound with the formula (C5H5)Fe(C5H4COCH3). It consists of ferrocene substituted by an acetyl group on one of the cyclopentadienyl rings. It
Acetylferrocene
do this, a compound called ferrocene was used, which dyed the oil red. The fuel oil coloured by the addition of ferrocene became unsuitable for use as
Oil_bleaching
Ferrocene-containing dendrimers are dendrimers that contain ferrocene substituents. Some ferrocene-containing dendrimers feature ferrocene cores and others
Ferrocene-containing dendrimers
Ferrocene-containing_dendrimers
Chemical compound
dilithioferrocene is used commonly to prepare derivatives of ferrocene. Treatment of ferrocene with butyl lithium gives 1,1'-dilithioferrocene, regardless
1,1'-Dilithioferrocene
Chemical compound
slightly above room temperature. Cobaltocene was discovered shortly after ferrocene, the first metallocene. Due to the ease with which it reacts with oxygen
Cobaltocene
behaviour of fractional derivatives calculated by different algorithms for ferrocene in acetonitrile at 100mV/s, the reference electrode is 0.1M Ag+/Ag in
Neopolarogram
Chemical compound
anions (Cp*−, (CH3)5C−5). It can also be viewed as a derivative of ferrocene, with a methyl group replacing each hydrogen atom of its cyclopentadienyl
Decamethylferrocene
Chemical compound
against chloroquine-resistant strains. It contains an organometallic ferrocene ring which is unusual in pharmaceuticals, and while it was first reported
Ferroquine
A planar DMAP derivative of ferrocene, used for kinetic resolution of some racemic secondary alcohols
Planar_chirality
Transition from solid to gas without melting
Crystals of ferrocene after purification by vacuum sublimation
Sublimation
Electrode with a stable and accurate electrode potential
above. A QRE with ferrocene or another internal standard, such as cobaltocene or decamethylferrocene, referenced back to ferrocene is ideal for nonaqueous
Reference_electrode
Family of chiral diphosphine ligands used for asymmetric catalysis
that are used for asymmetric catalysis. They feature a 1,2-disubstituted ferrocene backbone. Modern enantioselective synthesis typically applies a well-chosen
Josiphos_ligands
the process of ligand exchange, one of the cyclopentadienyl rings of ferrocene is replaced by an arene group. This has garnered significant interest
Iron_arene_complexes
Chemical compound
compound with the formula (C5H5)Fe(C5HCHO). The molecule consists of ferrocene substituted by an formyl group on one of the cyclopentadienyl rings. It
Ferrocenecarboxaldehyde
The company has been sanctioned by the US since 2023, and manufactures ferrocene which is "used as a catalyst and combustion-rate modifier for composite
Timeline of the Russo-Ukrainian war (1 September 2026 – present)
Timeline_of_the_Russo-Ukrainian_war_(1_September_2026_–_present)
Polyferrocenes are polymers containing ferrocene units. Ferrocene-derived polymers have been studied for their optical and electrical properties. Despite
Polyferrocenes
Class of metallocene cations
sandwich complex. They possess a similar electronic structure and bonding to ferrocene and other metallocene compounds. The structure and reactivity of these
Group 8 metallocenylmethylium cation
Group_8_metallocenylmethylium_cation
Chemical element with atomic number 25 (Mn)
metal, iron, forms an air-stable, low-spin derivative in the form of ferrocene (Fe(C5H5)2). When conducted under an atmosphere of carbon monoxide, reduction
Manganese
Chemical compound
“planar chirality” for use in substituted ferrocene terminology, which is necessary for ferrocenes in which ferrocene's innate plane of symmetry is broken by
Ugi's_amine
Molecule with ability to reversibly switch states
designed using ferrocene. Because of the high electrostatic repulsion metal cation (taken up by the receptor), the oxidation of ferrocene (Fc to Fc+) becomes
Molecular_switch
Study of organic compounds containing metal(s)
Compounds Ferrocene is an archetypal organoiron complex. It is an air-stable, sublimable compound. Cobaltocene is a structural analogue of ferrocene, but is
Organometallic_chemistry
Chemical compound
N-Dimethylaminomethylferrocene is the dimethylaminomethyl derivative of ferrocene, (C5H5)Fe(C5H4CH2N(CH3)2. It is an air-stable, dark-orange syrup that
N,N-Dimethylaminomethylferrocene
N,N-Dimethylaminomethylferrocene
Chemical compound
agents, and the reduced product, ferrocene, is inert and often readily separated from ionic products. The ferrocene–ferrocenium couple is used as a reference
Ferrocenium_tetrafluoroborate
Chemical compound
is the simplest carboxylic acid derivative of ferrocene. It can be prepared in two steps from ferrocene by acylation with a 2-chlorobenzoyl chloride followed
Ferrocenecarboxylic_acid
Process that leads to chemical changes
Ferrocene – an iron atom sandwiched between two C5H5 ligands
Chemical_reaction
Chemical compound
cyclopentadiene and yttrium(III) hydroxide. Its thermal stability is between ferrocene and other 3D transition metal tricene complexes. G. Wilkinson, J. M. Birmingham
Yttrocene
Coordination of a ligand to a central atom
Dunitz, Orgel, and Rich described the structure of the "sandwich complex" ferrocene by X-ray crystallography where an iron atom is "sandwiched" between two
Hapticity
Dyes added to identify fuels
Heating oil any red dye Marine diesel any black dye Hungary Heating oil Ferrocene India Subsidised Kerosene Blue dye Indonesia Pertalite (RON 90) Green
Fuel_dye
Iron in its +2 oxidation state
bound the metal centre; or, in organometallic compounds, such as the ferrocene [Fe(C5H5)2], where two cyclopentadienyl anions are bound to the FeII centre
Ferrous
Ukrainian cruise missile
The company has been sanctioned by the US since 2023, it manufactures ferrocene which is "used as a catalyst and combustion-rate modifier for composite
FP-5_Flamingo
Inorganic compound of Iron
bromide undergoes a complex reaction with iron(III) chloride, resulting in ferrocene: 3 C5H5MgBr + FeCl3 → Fe(C5H5)2 + 1/n (C5H5)n + 3 MgBrCl This conversion
Iron(III)_chloride
Chemical compounds with at least one palladium atom
catalysts, such as 1,1'-bis(diphenylphosphino)ferrocene (dppf) to form [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (PdCl2(dppf)). Another
Palladium_compounds
Chemical compounds containing iron
organometallic chemistry: indeed, it was the discovery of an iron compound, ferrocene, that revolutionalized the latter field in the 1950s. Iron is sometimes
Iron_compounds
Chemical compound
benzene ligands, which would have a sandwich structure similar to that of ferrocene. In 1954, Walter Hafner, one of Fischer's PhD student put the idea into
Bis(benzene)chromium
charges provide 1+1⁄2 pairs. According to the m + n + o + p − q rule, ferrocene requires 2 + 11 + 1 + 2 − 0 = 16 SEPs. 10 CH units provide 15 pairs while
Jemmis_mno_rules
Chemical compounds containing spheroidical carbon compounds
cyclopentadienyl ligand. In this example, the binding of the ligand is similar to ferrocene. The anion C60(PhCH2)2Ph functions as an indenyl-like ligand. Fullerenes
Transition metal fullerene complex
Transition_metal_fullerene_complex
Ability of a liquid to maintain contact with a solid surface
edges of the drop become hydrophilic. As a result, the drop spreads. Ferrocene is a redox-active organometallic compound which can be incorporated into
Wetting
German chemist (1918-2007)
the structure for ferrocene as postulated by Pauson and Keally. Shortly thereafter, he published the structural data of ferrocene and the new complexes
Ernst_Otto_Fischer
Equation in electrochemistry
Frederick Gardner Cottrell in 1903. For a simple redox event, such as the ferrocene/ferrocenium couple, the current measured depends on the rate at which
Cottrell_equation
Organic compound with formula (CH3CO)2O
reaction. Illustrative are the conversions of benzene to acetophenone and ferrocene to acetylferrocene: (C5H5)2Fe + (CH3CO)2O → (C5H5)Fe(C5H4COCH3) + CH3CO2H
Acetic_anhydride
Equation used in cyclic voltammetry
reversible, and the products and reactants are both soluble, such as the ferrocene/ferrocenium couple, ip depends not only on the concentration and diffusional
Randles–Sevcik_equation
Supramolecular structures held together other than by covalent bonds
formation of inclusion compounds.[citation needed] An example is when ferrocene is inserted into the cyclodextrin at 100 °C (212 °F) under hydrothermal
Host–guest_chemistry
Chemical compound
related to cyclopentadiene by deprotonation. The structure is similar to ferrocene. In terms of its electronic structure, three pairs of d electrons on nickel
Nickelocene
Chemical compound
The compound is an orange solid with lower solubility in benzene than ferrocene. Its structure has been verified by X-ray crystallography. The compound
Bis(fulvalene)diiron
harmless, especially in the restricted concentrations found in exhaust. Ferrocene, an iron compound Metal-free: Dimethyl methylphosphonate Toluene Isooctane
List_of_gasoline_additives
German–Jewish chemist who settled in Britain (1925–2013)
chemistry, most notably the Pauson–Khand reaction and as joint discoverer of ferrocene. He was born in Bamberg, Germany on 30 July 1925, the son of Stefan Pauson
Peter_Pauson
Scientific theory about scent perception
in contrast to ferrocene, nickelocene rapidly decomposes in air and the cycloalkene odor observed for nickelocene, but not for ferrocene, could simply
Docking_theory_of_olfaction
Chemical compound
rings have been replaced by other aromatic units, such as those based on ferrocene or stabilized cyclobutadiene. Numerous derivatives are known with variations
Superphane
Soviet chemist and academician
isomerized into η 5 -complexes. In 1954, research into the chemistry of ferrocene began at the Department of Organic Chemistry at Moscow State University
Alexander_Nesmeyanov
American chemist
American Chemical Society in 2004. Professor Fu is also the inventor of the ferrocene analogous planar DMAP catalyst. Gregory Fu received his B.S. from the
Gregory_C._Fu
Chemical compound
for the preparation of metallocenes. For example, the preparation of ferrocene and zirconocene dichloride: 2 NaC5H5 + FeCl2 → Fe(C5H5)2 + 2 NaCl ZrCl4(thf)2
Sodium_cyclopentadienide
Chemical compound
the formula Fe(C5H4NCO)2. It is the simplest diisocyanate derivative of ferrocene. It can be synthesized by the Curtius rearrangement of the diacyl azide
1,1'-Ferrocenediisocyanate
15843–42–2 FeC5O5 iron pentacarbonyl pentacarbonyl iron 13463–40–6 FeC10H10 ferrocene 102–54–5 FeCl2 iron(II) chloride 7758–94–3 FeCl3 iron(III) chloride 7705–08–0
Glossary_of_chemical_formulae
Chemical reaction
A ferrocene derivative
Asymmetric_hydrogenation
Metal chemical compound with all ligands identical
pentacarbonyl Nickel carbonyl Tetrakis(triphenylphosphine)palladium(0) Ferrocene Uranium hexafluoride tetraethyl lead tetramethyl lead tetrabutyl tin trimethylaluminium
Homoleptic and heteroleptic compounds
Homoleptic_and_heteroleptic_compounds
Class of chemical compounds
example, sodium cyclopentadienide reacts with ferrous chloride to yield ferrocene: 2 NaC5H5 + FeCl2 → Fe(C5H5)2 + 2 NaCl While inorganic compounds used
Metal_halides
Chemical element with atomic number 6 (C)
dimer); metallocenes containing cyclopentadienyl ligands (for example, ferrocene); and transition metal carbene complexes. Many metal carbonyls and metal
Carbon
Organic pigment
of Highly Efficient, Long-Lived Charge Separated States in Star-Shaped Ferrocene-Diketopyrrolopyrrole-Triphenylamine Donor–Acceptor–Donor Conjugates".
Diketopyrrolopyrrole_dye
Electroanalytic technique
inhibited. Hence mediator ferrocene is introduced. Now, current is directly proportional to the concentration of ferrocene which in turn is directly proportional
Amperometry
Class of chemical substituents
the parent compound. Acetylferrocenium is 300 mV more oxidizing than ferrocene. Electron-withdrawing groups are the opposite effect of electron-donating
Electron-withdrawing_group
English chemist and Nobel prize winner (1921–1996)
in catalytic hydrogenation, and for the discovery of the structure of ferrocene. Wilkinson's catalyst is used industrially in the hydrogenation of alkenes
Geoffrey_Wilkinson
Chemical compound
e.g. dithiane), methylphosphines (H−CH2PR2), furans, thiophenes and ferrocene (Fe(H−C5H4)(C5H5)). In addition to these, it will also deprotonate all
N-Butyllithium
Chemical element with atomic number 108 (Hs)
reaction 226Ra(48Ca,xn). This compound is analogous to the lighter compounds ferrocene, ruthenocene, and osmocene, and is expected to have the two cyclopentadienyl
Hassium
Type of synthetic microstructure
and consequently lower growth rates. Solid organometallocenes such as ferrocene, cobaltocene, nickelocene are also common catalysts. It is found that
Vertically aligned carbon nanotube arrays
Vertically_aligned_carbon_nanotube_arrays
Organometallic chemical compound
the discovery of ferrocene, the iron analogue of rhodocene and the first of the class of compounds now known as metallocenes. Ferrocene was found to be
Rhodocene
It only takes 10 milligrams to become a fatal dose. 1952: Structure of ferrocene discovered by Geoffrey Wilkinson (1921–1996) and others. 1959: First practical
List of English inventions and discoveries
List_of_English_inventions_and_discoveries
Non-explosives producing heat, light and sound
copper salicylate, copper stearate, lithium fluoride, n-butyl ferrocene, di-n-butyl ferrocene. Stabilizers. Some mixtures, e.g. containing chlorates, tend
Pyrotechnic_composition
Chemical compound
In combination with n-butyllithium, tert-butyllithium monolithiates ferrocene. tert-Butyllithium deprotonates dichloromethane: H2CCl2 + RLi → HCCl2Li
Tert-Butyllithium
Field of chemistry
industry. Examples: Cyclopentadienyliron dicarbonyl dimer (C5H5)Fe(CO)2CH3, ferrocene Fe(C5H5)2, molybdenum hexacarbonyl Mo(CO)6, triethylborane Et3B,
Inorganic_chemistry
Chemical compound
Lewis acid for various applications in organic synthesis. For example, ferrocene is alkylated with allyldimethylchlorosilane more efficiently using hafnium
Hafnium_tetrachloride
indicated by the fact that FeTp2 is a spin-crossover complex whereas ferrocene is low-spin. The Tp ligands are usually prepared from the reaction of
Trispyrazolylborate
Chemical compound
chlorobenzene: 2 FeCl3 + C6H5Cl → 2 FeCl2 + C6H4Cl2 + HCl For the preparation of ferrocene ferrous chloride is generated in situ by comproportionation of FeCl3 with
Iron(II)_chloride
Chemical element with atomic number 27 (Co)
a structural analog to ferrocene, with cobalt in place of iron. Cobaltocene is much more sensitive to oxidation than ferrocene. Cobalt carbonyl (Co2(CO)8)
Cobalt
Chemical compound
cyclopentadienyl rings. It is closely related to the isoelectronic ferrocene. In contrast to ferrocene, wherein the cyclopentadienyl rings are in a staggered conformation
Ruthenocene
pentaarsaferrocene ([CpRFe(μ5-As5)]). This intermediate, isolobal to ferrocene, replaces one of the cyclopentadienyl ligands with a cyclic As5 ligand
Allotropes_of_arsenic
Chemical element with atomic number 44 (Ru)
Grubbs' catalyst is used for alkene metathesis. Ruthenocene is analogous to ferrocene structurally, but exhibits distinctive redox properties. The colorless
Ruthenium
American inorganic chemist (1928–2021)
Wegner, "Carbametallic Boron Hydride Derivatives. I. Apparent Analogs of Ferrocene and Ferricinium Ion" J. Am. Chem. Soc. 1965, volume 87, pp. 1818–1819
M._Frederick_Hawthorne
Formalism used for classifying compounds
this is an 18-electron complex, it is expected to be isolable compound. Ferrocene, (C5H5)2Fe, for the central Fe: neutral counting: Fe contributes 8 electrons
Electron_counting
Chemistry of iron compounds containing a carbon-to-iron chemical bond
to the discovery of ferrocene, a very stable compound which foreshadowed the synthesis of many related sandwich compounds. Ferrocene is formed by reaction
Organoiron_chemistry
Chemical element with atomic number 45 (Rh)
Cyclopentadienyl complexes of rhodium have been investigated as analogues of ferrocene. The parent is rhodocene, which participates in an unusual monomer-dimer
Rhodium
Chemical compound
hydride donors. Several dyes are derived from benzimidazoles. Heterogeneous ferrocene-based electrocatalysts have been investigated for the electrochemical
Benzimidazole
Organonickel compound
cyclooctadiene in dry dichloromethane (85% yield). After the discovery of ferrocene in the early 1950s, Schrauzer aimed to develop new, stable, transition
Ni(COD)(DQ)
Surname list
Service Thomas J. Kealy (1927–2012), American chemist, co-discoverer of ferrocene Alex Kealy, Stand-up comedian This page lists people with the surname
Kealy
British chemist (1923–2021)
pre-ETH period, his work included structure studies of cyclobutane, of ferrocene with the first description of its electronic structure in terms of orbital
Jack_D._Dunitz
Costa Rican researcher
Manuel; et al. (2013). "Synthesis and biological evaluation of novel ferrocene–naphthoquinones as antiplasmodial agents". European Journal of Medicinal
Alice_L._Pérez_Sánchez
American chemistry professor
waste disposal. Her research at the time focused on the synthesis of ferrocene derivatives, exploring their potential applications in catalysis, sensors
Ingrid del Carmen Montes González
Ingrid_del_Carmen_Montes_González
Norwegian chemist (1936–2023)
includes the controversially debated beryllocene, dibenzene chromium, ferrocene, the structure of the phosphorus oxides P4O10 and P4O9, trimethylamuminium
Arne_Haaland
features the synthesis of organotechnetium piano-stool compounds from ferrocene. The reaction was further studied and optimized by Katzenellegbogen. Unfortunately
Organotechnetium_chemistry
Software company
market, joining the Rust Foundation in 2023 and jointly producing the Ferrocene Language Specification. The partnership ended in 2023, with AdaCore releasing
AdaCore
Point, line, or plane about which a molecule or crystal is symmetric
is inverted to ⟨-x,-y,-z⟩. Example of vertical mirror plane. Staggered ferrocene molecule, possessing an S10 improper rotation axis, a C5 rotation axis
Symmetry_element
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