Category: 321-28-8

Vora, Harit U.; Silvestri, Anthony P.; Engelin, Casper J.; Yu, Jin-Quan published an article in 2014, the title of the article was Rhodium(II)-Catalyzed Nondirected Oxidative Alkenylation of Arenes: Arene Loading at One Equivalent.Reference of 1-Fluoro-2-methoxybenzene And the article contains the following content:

A bimetallic RhII catalyst promoted the C-H alkenylation of simple arenes at 1.0 equiv without the use of a directing group. A phosphine ligand as well as cooperative reoxidation of RhII with Cu(TFA)2 and V2O5 proved essential in providing monoalkenylated products in good yields and selectivities, especially with di- and trisubstituted arenes. E.g., in presence of [Rh2(OAc)4], tricyclohexylphosphine, Cu(TFA)2, and V2O5 in DCE under N2 at 140 °C, alkenylation of PhMe with Bu acrylate gave a 74% mixture (1:1) of (E)-I and (E)-II. The experimental process involved the reaction of 1-Fluoro-2-methoxybenzene(cas: 321-28-8).Reference of 1-Fluoro-2-methoxybenzene

The Article related to rhodium catalyst nondirected oxidative alkenylation arene, ch activation, alkenylation, bimetallic catalysts, homogeneous catalysis, rhodium, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: General and other aspects.Reference of 1-Fluoro-2-methoxybenzene

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

On December 31, 2020, Li, Yuqiang; Luo, Yixin; Peng, Long; Li, Yangyang; Zhao, Binzhi; Wang, Wang; Pang, Hailiang; Deng, Yi; Bai, Ruopeng; Lan, Yu; Yin, Guoyin published an article.Related Products of 321-28-8 The title of the article was Reaction scope and mechanistic insights of nickel-catalyzed migratory Suzuki-Miyaura cross-coupling. And the article contained the following:

In this work, a Ni-catalyzed migratory Suzuki-Miyaura cross-coupling featuring high benzylic or allylic selectivity has been developed. With this method, unactivated alkyl electrophiles and aryl or vinyl boronic acids can be efficiently transferred to diarylalkane or allylbenzene derivatives under mild conditions. Importantly, unactivated alkyl chlorides can also be successfully used as the coupling partners. To demonstrate the applicability of this method, showcase that this strategy can serve as a platform for the synthesis of terminal, partially deuterium-labeled mols. from readily accessible starting materials. Exptl. studies suggest that migratory cross-coupling products are generated from Ni(0/II) catalytic cycle. Theor. calculations indicate that the chain-walking occurs at a neutral nickel complex rather than a cationic one. In addition, the original-site cross-coupling products can be obtained by alternating the ligand, wherein the formation of the products has been rationalized by a radical chain process. The experimental process involved the reaction of 1-Fluoro-2-methoxybenzene(cas: 321-28-8).Related Products of 321-28-8

The Article related to diarylalkane allylbenzene derivative preparation nickel catalyst, alkyl electrophile aryl vinyl boronic acid suzuki miyaura coupling, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: General and other aspects.Related Products of 321-28-8

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Mongin, Florence; Curty, Christophe; Marzi, Elena; Leroux, Frederic R.; Schlosser, Manfred published an article in 2015, the title of the article was Substituent effects on the relative rates and free energies of ortho-lithiation reactions: families of fluorobenzenes as the substrates.Category: ethers-buliding-blocks And the article contains the following content:

2-, 3- And 4-substituted fluorobenzenes and 5-substituted 1,3-difluorobenzenes were metalated with sec-butyllithium (LIS) and with lithium 2,2,6,6-tetramethylpiperidide (LiTMP) under irreversible conditions in order to determine the rates of reaction relative to the unsubstituted parent compounds (fluorobenzene and 1,3-difluorobenzene). In addition, the pairs of resulting aryllithiums were subjected to acid-base equilibration to furnish the thermodn. stabilities (or: basicities) of these species again relative to the parent compounds Not surprisingly, the effect diminishes with the distance of a given substituent to the lithiation center (ortho > meta > para) and it reaches its maximum at the ground state equilibration of the organometallic intermediate whereas it fades away at transition states, in particular reactant-like ones. Fluorine, the most powerful activator in the entire series if located at an ortho position, increases the rates of LIS- and LiTMP-promoted metalations by resp. 2 and 3 powers of ten, but by 7 to 8 powers of ten the aryllithium equilibrium stability. The experimental process involved the reaction of 1-Fluoro-2-methoxybenzene(cas: 321-28-8).Category: ethers-buliding-blocks

The Article related to fluorobenzene lithiation substituent effect kinetics equilibrium, Physical Organic Chemistry: Addition, Elimination, and Substitution Reactions and other aspects.Category: ethers-buliding-blocks

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Pereira, Raul; Wolstenhulme, Jamie; Sandford, Graham; Claridge, Timothy D. W.; Gouverneur, Veronique; Cvengros, Jan published an article in 2016, the title of the article was Synthesis and characterization of a novel N-F reagent derived from the ethano-Tröger’s base: 1JFN coupling constants as a signature for the N-F bond.Application of 321-28-8 And the article contains the following content:

Methylation of 2,8-dimethyl-6H,12H-5,11-ethanodibenzo[b,f][1,5]-diazocine (ethano-Troddoger’s base) with Me iodide followed by ion metathesis and fluorination with N-fluoro-2,3,4,5,6-pentachloropyridinium triflate affords a new electrophilic N-F reagent, that is more reactive than Selectfluor. 2D 19F-15N HMQC experiments provide 1JNF coupling constants which are diagnostic for the N-F functional group. The experimental process involved the reaction of 1-Fluoro-2-methoxybenzene(cas: 321-28-8).Application of 321-28-8

The Article related to electrophile preparation dimethylethanodibenzodiazocine methylation metathesis fluorination hmqc coupling constant, Physical Organic Chemistry: Addition, Elimination, and Substitution Reactions and other aspects.Application of 321-28-8

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On May 31, 2018, Zhou, Fan; Zhang, Jingshuang; Fu, Tianyi; Bai, Peng; Guo, Xianghai published an article.Recommanded Product: 321-28-8 The title of the article was Theoretical study on complexes and reactions of boron isotopic exchange separation with fluorinated anisoles as novel donors. And the article contained the following:

Semi-empirical and ab initio d.-functional theory (DFT) methods were evaluated for the description of isotope exchange reactions to produce enriched 10B species. We found that DFT calculations using M06-2X/6-311+G(3d,2p) functional and basis sets in combination with the SMD implicit solvation model were able to correctly predict the performance of various anisole-derived donor mols. We confirmed that fluorination results in greatly increased separation factors, and successfully identified the o- and 2,4-difluorinated anisole as superior donors for chem. exchange distillation These findings provide the basis for an efficient approach to rapidly screen and design new donor species. The experimental process involved the reaction of 1-Fluoro-2-methoxybenzene(cas: 321-28-8).Recommanded Product: 321-28-8

The Article related to anisole borontrifluoride complexation isotope exchange reaction enthalpy potential barrier, Physical Organic Chemistry: Addition, Elimination, and Substitution Reactions and other aspects.Recommanded Product: 321-28-8

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Venturini, Francesco; Navarrini, Walter; Famulari, Antonino; Sansotera, Maurizio; Dardani, Patrizia; Tortelli, Vito published an article in 2012, the title of the article was Direct trifluoro-methoxylation of aromatics with perfluoro-methyl-hypofluorite.Product Details of 321-28-8 And the article contains the following content:

The reactivity of CF3OF (FTM) has been widely studied especially in halogenated olefinic systems and its use in pharmaceutical synthesis as a mild radical and electrophilic fluorinating agent is well documented. On the other hand, the chem. behavior of the perfluoromethyl hypofluorite with aromatic substrates is much less studied. Up to now few and scattered data regarding its use as electrophilic fluorinating agent of variously substituted aromatic compounds are found in the literature. In this work the reactivity of CF3OF with simple electron rich and electron poor aromatics (α,α,α-trifluorotoluene, toluene, benzene, chlorobenzene, methoxybenzene) has been investigated. The possibility of selectively bind the trifluoromethoxy group (via radical mechanism) or the fluorine atom (via electrophilic addition) by varying the reaction conditions has been explored. In particular we have observed that the trifluoromethoxy free radical substitution can be the main synthetic pathway if the reaction is promoted by an independent and steady source of CF3O radical. The experimental process involved the reaction of 1-Fluoro-2-methoxybenzene(cas: 321-28-8).Product Details of 321-28-8

The Article related to direct trifluoromethoxylation aromtic compound perfluoromethyl hypofluorite, Physical Organic Chemistry: Addition, Elimination, and Substitution Reactions and other aspects.Product Details of 321-28-8

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Ether | (C2H5)2O – PubChem

On July 17, 2020, Wu, Chen; McCollom, Samuel P.; Zheng, Zhipeng; Zhang, Jiadi; Sha, Sheng-Chun; Li, Minyan; Walsh, Patrick J.; Tomson, Neil C. published an article.SDS of cas: 321-28-8 The title of the article was Aryl Fluoride Activation through Palladium-Magnesium Bimetallic Cooperation: A Mechanistic and Computational Study. And the article contained the following:

Herein is described a mechanistic study of a palladium-catalyzed cross-coupling of aryl Grignard reagents to fluoroarenes that proceeds via a low-energy heterobimetallic oxidative addition pathway. Traditional oxidative additions of aryl chlorides to Pd complexes are known to be orders of magnitude faster than with aryl fluorides, and many palladium catalysts do not activate aryl fluorides at all. The exptl. and computational studies outlined herein, however, support the view that at elevated Grignard/ArX ratios (i.e., 2.5:1), a Pd-Mg heterobimetallic mechanism predominates, leading to a remarkable decrease in the energy required for Ar-F bond activation. The heterobimetallic transition state for the C-X bond cleavage is proposed to involve simultaneous Pd backbonding to the arene and Lewis acid activation of the halide by Mg to create a low-energy transition state for oxidative addition The insights gained from this computational study led to the development of a phosphine ligand that was shown to be similarly competent for Ar-F bond activation. The experimental process involved the reaction of 1-Fluoro-2-methoxybenzene(cas: 321-28-8).SDS of cas: 321-28-8

The Article related to palladium catalyzed kumada cross coupling aryl grignard reagent fluoroarene, Physical Organic Chemistry: Addition, Elimination, and Substitution Reactions and other aspects.SDS of cas: 321-28-8

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Ether | (C2H5)2O – PubChem

Dhital, Raghu Nath; Nomura, Keigo; Sato, Yoshinori; Haesuwannakij, Setsiri; Ehara, Masahiro; Sakurai, Hidehiro published an article in 2020, the title of the article was Pt-Pd Nanoalloy for the Unprecedented Activation of Carbon-Fluorine Bond at Low Temperature.Product Details of 321-28-8 And the article contains the following content:

Carbon-fluorine bonds are considered the most inert organic functionality and their selective transformation under mild conditions remains challenging. Herein, we report a highly active Pt-Pd nanoalloy as a robust catalyst for the transformation of C-F bonds into C-H bonds at low temperature, a reaction that has hitherto often required harsh conditions. The alloying of Pt with Pd is crucial to promote the overall C-F bond. DFT calculations elucidated that the key step is the selective oxidative addition of the O-H bond of 2-propanol to a Pd center prior to C-F bond activation at a Pt site, which crucially reduces the activation energy of the C-F bond cleavage. Therefore, both Pt and Pd work independently but synergistically to promote the overall reaction. The experimental process involved the reaction of 1-Fluoro-2-methoxybenzene(cas: 321-28-8).Product Details of 321-28-8

The Article related to aryl fluoride hydrodefluorination platinum palladium nanoalloy catalyst, Physical Organic Chemistry: Addition, Elimination, and Substitution Reactions and other aspects.Product Details of 321-28-8

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Ether – Wikipedia,
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On September 11, 2013, Ricci, Paolo; Kramer, Katrina; Cambeiro, Xacobe C.; Larrosa, Igor published an article.Quality Control of 1-Fluoro-2-methoxybenzene The title of the article was Arene-Metal π-Complexation as a Traceless Reactivity Enhancer for C-H Arylation. And the article contained the following:

Current approaches to facilitate C-H arylation of arenes involve the use of either strongly electron-withdrawing substituents or directing groups. Both approaches require structural modification of the arene, limiting their generality. We present a new approach where C-H arylation is made possible without altering the connectivity of the arene via π-complexation of a Cr-(CO)3 unit, greatly enhancing the reactivity of the aromatic C-H bonds. We apply this approach to monofluorobenzenes, highly unreactive arenes, which upon complexation become nearly as reactive as pentafluorobenzene itself in their couplings with iodoarenes. DFT calculations indicate that C-H activation via a concerted metalation-deprotonation transition state is facilitated by the predisposition of C-H bonds in (Ar-H)-Cr-(Co)3 to bend out of the aromatic plane. The experimental process involved the reaction of 1-Fluoro-2-methoxybenzene(cas: 321-28-8).Quality Control of 1-Fluoro-2-methoxybenzene

The Article related to arene metal pi complexation traceless reactivity enhancer ch arylation, Physical Organic Chemistry: Addition, Elimination, and Substitution Reactions and other aspects.Quality Control of 1-Fluoro-2-methoxybenzene

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Ether | (C2H5)2O – PubChem

Aleksandrova, Maiia I.; Ivanov, Alexander Yu.; Dilman, Alexander D.; Vasilyev, Aleksander V. published an article in 2019, the title of the article was Electrophilic Activation of 1-Aryl-3-bromo-2,2-difluoropropan-1-ones by Triflic Acid in Reactions with Arenes.SDS of cas: 321-28-8 And the article contains the following content:

The reactions of 1-aryl-3-bromo-2,2-difluoropropan-1-ones [Ar(CO)CF2CH2Br] with various arenes Ar’H in the superacid TfOH at room temperature for 1-7 h result in the formation of products of hydroarylation of the carbonyl group, 1,1-diaryl-3-bromo-2,2-difluoropropan-1-ols [ArAr’C(OH)CF2CH2Br], in yields up to 85 %. The reaction with benzene goes deeper and leads to 1-aryl-3-bromo-2,2-difluoro-1,1-diphenylpropanes [ArCPh2CF2CH2Br] in good yields. Mainly, the bromomethyl group (CH2Br) of starting ketones remains untouched under the superacidic conditions. Cationic intermediates of the reaction have been studied by means of NMR spectroscopy. Plausible reaction mechanism is discussed. The experimental process involved the reaction of 1-Fluoro-2-methoxybenzene(cas: 321-28-8).SDS of cas: 321-28-8

The Article related to arene ketone trifluoromethanesulfonic acid electrophilic aromatic substitution cation, alc preparation, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Alcohols and Thiols and other aspects.SDS of cas: 321-28-8

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem