Tag: M.W:200-300

Application of 1273-73-0. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Acceptor-Substituted Ferrocenium Salts as Strong, Single-Electron Oxidants: Synthesis, Electrochemistry, Theoretical Investigations, and Initial Synthetic Application.

A series of mono- and 1,1′-diheteroatom-substituted ferrocene derivatives as well as acylated ferrocenes was prepared efficiently by a unified strategy that consists of selective mono- and 1,1′-dilithiation reactions and subsequent coupling with carbon, phosphorus, sulfur and halogen electrophiles. Chem. oxidation of the ferrocene derivatives by benzoquinone, 2,3-dichloro-5,6-dicyanobenzoquinone, AgPF6, or 2,2,6,6-tetramethyl-1-oxopiperidinium hexafluorophosphate provided the corresponding ferrocenium salts. The redox potentials of the synthesized ferrocenes were determined by cyclic voltammetry, and it was observed that all new ferrocenium salts have stronger oxidizing properties than standard ferrocenium hexafluorophosphate. An initial application of selected derivatives in an oxidative bicyclization revealed that they mediate the transformation under considerably milder conditions than ferrocenium hexafluorophosphate. Quantum chem. calculations of the reduction potentials of the substituted ferrocenium ions were carried out by using a standard thermodn. cycle that involved the gas-phase energetics and solvation energies of the contributing species. A remarkable agreement between theory and experiment was found: the mean average deviation amounted to only 0.030 V and the maximum deviation to 0.1 V. This enabled the anal. of various phys. contributions to the computed reduction potentials of these ferrocene derivatives, thereby providing insight into their electronic structure and physicochem. properties.

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Wang, Zhaobin; Yang, Ze-Peng; Fu, Gregory C. researched the compound: (R)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole( cas:1428537-19-2 ).Application In Synthesis of (R)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole.They published the article 《Quaternary stereocentres via catalytic enantioconvergent nucleophilic substitution reactions of tertiary alkyl halides》 about this compound( cas:1428537-19-2 ) in Nature Chemistry. Keywords: nickel catalytic enantioconvergent nucleophilic substitution tertiary alkyl electrophiles alkenylzirconium. We’ll tell you more about this compound (cas:1428537-19-2).

The development of efficient methods, particularly catalytic and enantioselective processes, for the construction of all-carbon quaternary stereocentres is an important (and difficult) challenge in organic synthesis due to the occurrence of this motif in a range of bioactive mols. One conceptually straightforward and potentially versatile approach is the catalytic enantioconvergent substitution reaction of a readily available racemic tertiary alkyl electrophile by an organometallic nucleophile; however, examples of such processes are rare. Here we demonstrate that a nickel-based chiral catalyst achieves enantioconvergent couplings of a variety of tertiary electrophiles (cyclic and acyclic α-halocarbonyl compounds) with alkenylmetal nucleophiles to form quaternary stereocentres with good yield and enantioselectivity under mild conditions in the presence of a range of functional groups. These couplings, which probably proceed via a radical pathway, provide access to an array of useful families of organic compounds, including intermediates in the total synthesis of two natural products, (-)-eburnamonine and madindoline A.

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Electric Literature of C13H15F3N2O. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (R)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole, is researched, Molecular C13H15F3N2O, CAS is 1428537-19-2, about Palladium-catalyzed enantioselective Heck alkenylation of trisubstituted allylic alkenols: a redox-relay strategy to construct vicinal stereocenters. Author is Zhang, Chun; Tutkowski, Brandon; DeLuca, Ryan J.; Joyce, Leo A.; Wiest, Olaf; Sigman, Matthew S..

An enantioselective, redox-relay Heck alkenylation of trisubstituted allylic alkenol substrates with alkenyl triflates was developed to afford alkenyl aldehydes/ketones e.g., I. This process enabled the construction of vicinal stereocenters in high diastereo- and enantioselectivity and allowed the formation of enolizable α-carbonyl methyl-substituted stereocenters with no observed epimerization under the reported reaction conditions.

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Wong, Wai-Yeung; Wong, Wing-Tak; Cheung, Kung-Kai researched the compound: Bromoferrocene( cas:1273-73-0 ).Application of 1273-73-0.They published the article 《Metallosupramolecular cluster assemblies based on donor-acceptor type structural frameworks. Syntheses, crystal structures and spectroscopic properties of novel triosmium alkylidyne carbonyl clusters bearing remote ferrocenyl units as electron donors》 about this compound( cas:1273-73-0 ) in Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry. Keywords: metallosupramol cluster donor acceptor framework; osmium alkylidyne ferrocenyl tetranuclear cluster; crystal structure osmium alkylidyne ferrocenyl cluster; mol structure osmium alkylidyne ferrocenyl cluster. We’ll tell you more about this compound (cas:1273-73-0).

Two pyridyl ligands containing redox-active ferrocenyl groups [Fe(η5-C5H5)(η5-C5H4C6H4R)] [R = C5H4N (I), NCH(C5H4N) (II)] have been prepared using a palladium-catalyzed aromatic cross-coupling reaction. Treatment of the cluster [Os3(μ-H)3(CO)9(μ3-CCl)] with one equivalent of 1,8-diaza-bicyclo[5.4.0]undec-7-ene in the presence of a ten-fold excess of the ferrocenyl ligands I and II produces the compounds [Os3(μ-H)2(CO)9(μ3-CNC5H4R’)] [R’ = C6H4(η5-C5H4)Fe(η5-C5H5) 1, R’ = CHNC6H4(η5-C5H4)Fe(η5-C5H5) 2] resp. in good yields. Both compounds 1 and 2 exhibit donor-π-acceptor structural frameworks and show considerable neg. solvatochromism in their UV/VIS spectra. Unlike 1 and 2 which possess extended donor-π-acceptor nature, the ferrocenyl-phosphine cluster derivative [Os3(μ-H)2(CO)9{μ3-CPPh2(η5-C5H4)Fe(η5-C5H4PPh2)}] 3 has also been synthesized in moderate yield by the same synthetic route using 1,1′-bis(diphenylphosphino)ferrocene as the nucleophile. The new clusters 1-3 have all been fully characterized by both spectroscopic and crystallog. methods. Conceptually, the classification of 1-3 as supermols. is straightforward, since mol. subunits with well defined intrinsic properties can be easily identified, thus affording a new type of covalently linked donor-acceptor system. Both structural features and spectroscopic data for compounds 1-3 are fully consistent with a zwitterionic formulation for these supramol. species. These results suggest that a strong interaction exists between the ferrocenyl moiety and the OS3C core in their ground states.

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Computed Properties of C10BrFe. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Dye regeneration and charge recombination in dye-sensitized solar cells with ferrocene derivatives as redox mediators. Author is Daeneke, Torben; Mozer, Attila J.; Kwon, Tae-Hyuk; Duffy, Noel W.; Holmes, Andrew B.; Bach, Udo; Spiccia, Leone.

Ferrocene compounds are promising redox shuttles for application in dye-sensitized solar cells (DSCs). Chem. modification of the cyclopentadienyl rings is easily achievable affording almost unlimited variation of the redox properties. This allows fine-tuning of the driving force for dye-regeneration and optimization of the energy conversion efficiency of DSCs. Herein, six ferrocene derivatives have been chosen for investigation which cover the large redox potential range of 0.85 V, by virtue of simple alkylation and halogenation of the cyclopentadienyl ring, and enable improved matching of the energy levels of the sensitizer and the electrolyte. Although the focus of this work was to examine the effect of the redox potential on charge transfer processes, DSCs were fabricated which achieved high energy conversion efficiencies of over 5%. Charge transfer reactions were studied to reveal the dependence of the dye regeneration rate, recombination losses and recombination pathways on the reaction driving force. An increase in redox potential led to a higher efficiency due to higher open circuit potentials until a threshold is reached. At this threshold, the driving force for dye regeneration (18 kJ mol-1, ΔE = 0.19 V) becomes too small for efficient device operation, leading to rapid recombination between the oxidized dye and electrons in the TiO2 conduction band. As a result of this work guidelines can be formulated to aid the selection of redox couples for a particular sensitizer in order to maximize the utilization of incident solar energy.

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called C3-Arylation of indoles with aryl ketones via C-C/C-H activations, published in 2021, which mentions a compound: 1428537-19-2, Name is (R)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole, Molecular C13H15F3N2O, Recommanded Product: 1428537-19-2.

C3-Arylation of indoles with aryl ketones is accomplished via palladium-catalyzed ligand-promoted Ar-C(O) cleavage and subsequent C-H arylation of indole. Various (hetero)aryl ketones are compatible in this reaction, affording the corresponding 3-arylindoles in moderate to good yields. Further introduction of an indole moiety into the natural products desoxyestrone and evodiamine demonstrate the synthetic utility of this protocol.

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Application In Synthesis of Bromoferrocene. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Mechanically-tunable quantum interference in ferrocene-based single-molecule junctions. Author is Camarasa-Gomez, Maria; Hernangomez-Perez, Daniel; Inkpen, Michael S.; Lovat, Giacomo; Fung, E-Dean; Roy, Xavier; Venkataraman, Latha; Evers, Ferdinand.

Ferrocenes are ubiquitous organometallic building blocks that comprise a Fe atom sandwiched between two cyclopentadienyl (Cp) rings that rotate freely at room temperature Of widespread interest in fundamental studies and real-world applications, they have also attracted some interest as functional elements of mol.-scale devices. Here, the impact of the configurational degrees of freedom of a ferrocene derivative on its single-mol. junction conductance is investigated. Measurements indicate that the conductance of the ferrocene derivative, which is suppressed by two orders of magnitude as compared to a fully conjugated analog, can be modulated by altering the junction configuration. Ab initio transport calculations show that the low conductance is a consequence of destructive quantum interference effects that arise from the hybridization of metal-based d-orbitals and the ligand-based π-system. By rotating the Cp rings, the hybridization, and thus the quantum interference, can be mech. controlled, resulting in a conductance modulation that is seen exptl.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Syntheses based on organic derivatives of mercury. I. Reaction of mercurated ferrocenes with copper salts》. Authors are Nefedov, V. A.; Nefedova, M. N..The article about the compound:Bromoferrocenecas:1273-73-0,SMILESS:Br[C-]12[Fe+2]3456789([C-]%10C6=C7C8=C9%10)C1=C3C4=C25).SDS of cas: 1273-73-0. Through the article, more information about this compound (cas:1273-73-0) is conveyed.

Mercurated products of ferrocene were separated as follows; dilution of the reaction mixture with H2O gave ferrocenylmercuric acetate, m. 115-16°; treatment with KBr gave bromomercuriferrocene, decomposed at 184-6°, after extraction with (CH2Cl)2 and treatment of the extracted material with petroleum ether. Extraction of the crude products with Me2CO gave 1,3-bis(bromomercuri)ferrocene, a yellow powder. Chlormercuriferrocene heated in Me2CO with CuCl2.2H2O and H2O 10 min. gave 58% chloroferrocene, m. 58-9°, CuBr2 similarly gave 69% bromoferrocene, m. 32-3°. 1,1′-Bis(chloromercuri)ferrocene and CuCl2 similarly gave 17% 1,1′-dichloroferrocene, m. 75-7°, and 1-chloro-1′-chloromercuriferrocene, m. 141-3°, separated on Al2O3 by elution with C6H6 and heptane. Similarly prepared was 1,1′-dibromoferrocene, m. 50°. Bromomercuriferrocene and Cu(OAc)2 heated to 130° in vacuo 2 hrs. gave 2% acetoxyferrocene, m. 63-4°; similarly chloromercuriferrocene and Cu phthalimide gave 40% N-ferrocenylphthalimide m. 152-4°. Dibromoferrocene heated with PhOK in the presence of powd. Cu in xylene 40 min. gave 20% 1,1-diphenoxyferrocene, m. 90.5-91°; bromoferrocene similarly gave phenoxyferrocene, m. 87-8°. 1,1′-bis(chloromercuri)ferrocene and Cu(SCN)2 heated 6 hrs. in C6H6 gave 30% thiocyanoferrocene m. 97-8°, and 1,1′-dithiocyanoferrocene, m. 114-15°. The former and MeMgI gave 90% methylthioferrocene (I), n25D 1.6488; methiodide, m. 106-7°. Similarly prepared was 1,1′-bis(methylthio)ferrocene, a liquid. I oxidized with H2O2 gave the sulfone, m. 73-4°.

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called The anomalous electrochemistry of the ferrocenylamines, published in 1986, which mentions a compound: 1273-73-0, mainly applied to ferrocenylamine electrochem oxidation; substituent effect electrochem ferrocenylamine; resonance ferrocenylamine, Recommanded Product: Bromoferrocene.

In the electrochem. of ferrocenylamines, the amine substituent acts as an unusually potent activating group for ferrocene oxidation, as shown by various Hammett-type correlations, with ferrocenylamine oxidizing at a potential 0.37 V more neg. than ferrocene itself. Triferrocenylamine, a compound with a nearly planar N, produces three reversible oxidation waves, the first of which is 0.31 neg. of ferrocene’s oxidation These and other data suggest that resonance interaction between ferrocene and the N lone pair is an important factor in ferrocene oxidation This contrasts with conclusions of earlier studies in which ferrocenes, with primarily electron-withdrawing groups, were examined

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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Syntheses based on organic derivatives of mercury. II. 1,3-Dihaloferrocenes.Recommanded Product: Bromoferrocene.

cf. CA 64, 14215a. Keeping 12.8 g. Hg(OAc)2, 200 ml. MeOH, 8.82 g. chloroferrocene, and 30 ml. C6H6 20 min. and mixing with 20 g. CaCl2 in MeOH, then 400 ml. ice-H2O, gave after extraction with petr. ether of the separated precipitate and the extract passed over inactivated Al2O3 and elution with petroleum ether 41% unreacted chloroferrocene, while extraction of the remaining precipitate with 1:1 C6H6-petroleum ether gave fraction A which yielded 10% 1-chloro-1′-chloromercuriferrocene, m. 143-4°, on elution with CHCl3. Elution of fraction A with petroleum ether-C6H6 gave 17% 3,3′-bis(chloroferrocenyl)mercury. Similarly were obtained: 3,3′-bis(iodoferrocenyl)mercury, m. 175°; 3,3′-bis(chloroferrocenyl)mercury, m. 190°; 3,3′-bis(bromoferrocenyl) mercury (I), m. 179-80°. I with CuCl2 in hot Me2CO gave after brief heating and treatment with petroleum ether 84% 1,3-dichloroferrocene, m. 81°; similarly were prepared 90% 1,3-dibromoferrocene, m. 78.5-80°; 100% 1,3-diiodoferrocene (II), m. 47.5° (prepared from the R2Hg with iodine in ClCH2CH2Cl). Iodoferrocene and Cu2I2 with PhMgBr at 150° in dry N atm. 1 hr. gave 76% phenylferrocene, m. 110-11°, and a similar reaction of II with PhMgBr with Cu2I2 gave 21% 1,3-diphenylferrocene, m. 107°. The above mercuration of ferrocene also gave difficultly elutable 1,3-bis(bromomercuri)ferrocene, decomposed 190°. Ir spectra are reported.

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