Category: 700-16-3

Strategic Approach on N-Oxides in Gold Catalysis – A Case Study was written by Schiessl, Jasmin;Stein, Philipp M.;Stirn, Judith;Emler, Kirsten;Rudolph, Matthias;Rominger, Frank;Hashmi, A. Stephen K.. And the article was included in Advanced Synthesis & Catalysis in 2019.Application In Synthesis of 2,3,4,5,6-Perfluoropyridine The following contents are mentioned in the article:

An extensive kinetic study of selected key reactions of (oxidative) gold catalysis concentrates on the decrease of the catalytic activity due to inhibition of the gold(I) catalyst caused by pyridine derivatives that were obtained as byproducts if N-oxides are applied as oxygen donors. The choice of the examined pyridine derivatives and their corresponding N-oxides has been made regardless of their com. availability; particular attention has been paid to the practical benefit which up to now has been neglected in most of the reaction screenings. The test reactions were monitored by GC and ¹H NMR spectroscopy. The received reaction constants provide information concerning a correlation between the electronic structure of the heterocycle and the catalytic activity. Based on the collected kinetic data, it was possible to develop a basic set of three N-oxides which have to be taken into account in further oxidative gold(I)-catalyzed reactions. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Application In Synthesis of 2,3,4,5,6-Perfluoropyridine).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ路mol鈭? in pyridine vs. 150 kJ路mol鈭? in benzene). Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Application In Synthesis of 2,3,4,5,6-Perfluoropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of 2-hydroxy-5-(2′,3′,5′,6′-tetrafluoropyridylazo)benzaldehyde and 2-hydroxy-5-(2′,3′,5′,6′-tetrafluoro-pyridylazo)phenyl N-sulphanilamide-1-imine was written by Choula, Samira;Sekhri, Lakhdar;Hadjadj, Sadek. And the article was included in Heterocyclic Letters in 2020.Safety of 2,3,4,5,6-Perfluoropyridine The following contents are mentioned in the article:

The present work aimed mainly to synthesize new fluorinated azo-compounds and Schiff base. Thus pentafluoropyridine was aminated to the compound 4-amino-2,3,5,6-tetrafluoropyridine and then diazotized to the corresponding diazonium compound The resulting diazonium ions coupled, in-situ, to salicylaldehyde giving the corresponding azo-compounds, i.e., 2-hydroxy-5-(2′,3′,5′,6′-tetrafluoropyridylazo)benzaldehyde and 2-hydroxy-3-(2′,3′,5′,6′-tetrafluoropyridylazo)benzaldehyde as red crystals in 85% yield. The purity of these azo-compounds were estimated by TLC technique while their structures were established by the usual spectroscopic methods such as A UV, IR, MS and ¹H NMR. Fluorinated azo-compound coupled readily to salicylaldehyde resulting a new fluorinated base Schiff, 2-hydroxy-5-(2′,3′,5′,6′-tetrafluoro-pyridylazo)phenyl N-sulfanilamide-1-imine in 40% yield. The purity of this product was established by its IR, NMR and mass spectra. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Safety of 2,3,4,5,6-Perfluoropyridine).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine has a conjugated system of six 蟺 electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H眉ckel criteria for aromatic systems. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Safety of 2,3,4,5,6-Perfluoropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Catalytic Hydrodefluorination via Oxidative Addition, Ligand Metathesis, and Reductive Elimination at Bi(I)/Bi(III) Centers was written by Pang, Yue;Leutzsch, Markus;Noethling, Nils;Katzenburg, Felix;Cornella, Josep. And the article was included in Journal of the American Chemical Society in 2021.Related Products of 700-16-3 The following contents are mentioned in the article:

Herein, authors report a hydrodefluorination reaction of polyfluoroarenes catalyzed by bismuthinidenes, Phebox-Bi(I) and OMe-Phebox-Bi(I). Mechanistic studies on the elementary steps support a Bi(I)/Bi(III) redox cycle that comprises C(sp²)-F oxidative addition, F/H ligand metathesis, and C(sp²)-H reductive elimination. Isolation and characterization of a cationic Phebox-Bi(III)(4-tetrafluoropyridyl) triflate manifests the feasible oxidative addition of Phebox-Bi(I) into the C(sp²)-F bond. Spectroscopic evidence was provided for the formation of a transient Phebox-Bi(III)(4-tetrafluoropyridyl) hydride during catalysis, which decomposes at low temperature to afford the corresponding C(sp²)-H bond while regenerating the propagating Phebox-Bi(I). This protocol represents a distinct catalytic example where a main-group center performs three elementary organometallic steps in a low-valent redox manifold. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Related Products of 700-16-3).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Related Products of 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Round-Trip Oxidative Addition, Ligand Metathesis, and Reductive Elimination in a P^III/P^V Synthetic Cycle was written by Lim, Soohyun;Radosevich, Alexander T.. And the article was included in Journal of the American Chemical Society in 2020.Related Products of 700-16-3 The following contents are mentioned in the article:

A synthetic cycle for aryl C-F substitution comprising oxidative addition, ligand metathesis, and reductive elimination at a C_s-sym. phosphorus triamide PN(2-MeNC₆H₄)₂ (1) is reported. Reaction of 1 with perfluoroarenes (Ar^F-F) results in C-F oxidative addition, yielding fluorophosphoranes 1路[F][Ar^F]. The P-fluoro substituent is exchanged for hydride by treatment with DIBAL-H, generating hydridophosphoranes 1路[H][Ar^F]. Heating of 1路[H][Ar^F] regenerates 1 by C-H reductive elimination of Ar^F-H, where exptl. and computational studies establish a concerted but highly asynchronous mechanism. The results provide well-characterized examples of the full triad of elementary mechanistic aryl C-X substitution steps at a single main-group site. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Related Products of 700-16-3).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine has a conjugated system of six 蟺 electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H眉ckel criteria for aromatic systems. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C鈥揌 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Related Products of 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Transition-Metal-Free Catalytic Hydrodefluorination of Polyfluoroarenes by Concerted Nucleophilic Aromatic Substitution with a Hydrosilicate was written by Kikushima, Kotaro;Grellier, Mary;Ohashi, Masato;Ogoshi, Sensuke. And the article was included in Angewandte Chemie, International Edition in 2017.Computed Properties of C5F5N The following contents are mentioned in the article:

Polyfluorinated arenes underwent regioselective transition metal-free hydrodefluorination with Ph₃SiH or Et₂SiH₂ in the presence of tetrabutylammonium difluorotriphenylsilicate (TBAT) in THF. For example, hexafluorobenzene underwent hydrodefluorination with Et₂SiH₂ at 60掳 to yield pentafluorobenzene in 19% yield, 1,2,4,5-tetrafluorobenzene in 70% yield, and 1,2,3,5-tetrafluorobenzene and 1,2,3,4-tetrafluorobenzene in 2% yields. The reaction involves direct hydride transfer from a hydrosilicate as the key intermediate, which is generated from a hydrosilane and a fluoride salt; the eliminated fluoride regenerates the hydrosilicate to complete the catalytic cycle. The mechanism was studied using stoichiometric reactions of silicates and using dispersion-corrected DFT calculations; hydrodefluorination likely proceeds via concerted nucleophilic aromatic substitution. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Computed Properties of C5F5N).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 鈭?8.7 脳 10鈭? cm3路mol鈭?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ路mol鈭? in the liquid phase and 140.4 kJ路mol鈭? in the gas phase. Pyridine derivatives are also useful as small-molecule 伪-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Computed Properties of C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Visible-light-mediated amidation from carboxylic acids and tertiary amines via C-N cleavage was written by Gu, Chengyihan;Wang, Shuaishuai;Zhang, Qingran;Xie, Jin. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Related Products of 700-16-3 The following contents are mentioned in the article:

Synthesis of tertiary amides RC(O)NR₁R₂ [R = Ph, 4-MeC₆H₄, 4-PhC₆H₄, etc.; R¹ = R² = Et, n-Pr; R¹R² = CH₂(CH₂)₃CH₂] via iridium photocatalyzed amidation of carboxylic acids and tertiary amines through C-N bond cleavage was reported. A wide scope of structurally diverse carboxylic acids participated smoothly in the reaction, providing the desired tertiary amides with moderate-to-good yields (up to 93% yield). This amidation strategy provided an alternative way to address the regioselectivity between nucleophilic functional groups, thus complementing the functional group compatibility of classical amidation protocols. Its synthetic robustness was also proved by the late-stage modification of several complex mols. and gram-scale applications. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Related Products of 700-16-3).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C鈥揌 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Related Products of 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Visible-Light-Induced Selective Defluoroborylation of Polyfluoroarenes, gem-Difluoroalkenes, and Trifluoromethylalkenes was written by Xu, Wengang;Jiang, Heming;Leng, Jing;Ong, Han-Wee;Wu, Jie. And the article was included in Angewandte Chemie, International Edition in 2020.Quality Control of 2,3,4,5,6-Perfluoropyridine The following contents are mentioned in the article:

Fluorinated organoboranes serve as versatile synthetic precursors for the preparation of value-added fluorinated organic compounds Recent progress has been mainly focused on the transition-metal catalyzed defluoroborylation. Herein, we report a photocatalytic defluoroborylation platform through direct B-H activation of N-heterocyclic carbene boranes, through the synergistic merger of a photoredox catalyst and a hydrogen atom transfer catalyst. This atom-economic and operationally simple protocol has enabled defluoroborylation of an extremely broad scope of multifluorinated substrates including polyfluoroarenes, gem-difluoroalkenes, and trifluoromethylalkenes in a highly selective fashion. Intriguingly, the defluoroborylation protocol can be transition-metal free, and the regioselectivity obtained is complementary to the reported transition-metal-catalysis in many cases. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Quality Control of 2,3,4,5,6-Perfluoropyridine).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 蟺-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the 蟽 bonds. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C鈥揌 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Quality Control of 2,3,4,5,6-Perfluoropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Utilizing the regioselectivity of perfluoropyridine towards the preparation of phenyoxyacetylene precursors for partially fluorinated polymers of diverse architecture was written by Corley, Cynthia A.;Kobra, Khadijatul;Peloquin, Andrew J.;Salmon, Katelynn;Gumireddy, Lionel;Knoerzer, Timm A.;McMillen, Colin D.;Pennington, William T.;Schoffstall, Allen M.;Iacono, Scott T.. And the article was included in Journal of Fluorine Chemistry in 2019.COA of Formula: C5F5N The following contents are mentioned in the article:

Regioselective nucleophilic substitution of perfluoropyridine with functionalized phenols provided a facile route toward the preparation of 2,6-bis(4-ethynylphenoxy)-3,5-difluoro-4-phenoxypyridine, a monomer that can be polymerized neat via thermal [2 + 2 + 2] cyclopolymns. affording intractable polyarylene networks or via copper-assisted step-growth 1,3-dipolar alkyne-azide “click” cycloaddition reactions with bis(azidomethyl)benzene. Both reactive pathways afforded polymers with high thermal stability and good char yields, which is comparable to acetylene-based resins. Notably, the opportunity for programmable thermal properties is realized through the operationally simple monomer synthesis was shown to be adaptive to various regioselective and nucleophile addition scenarios that can lead to the production of a library of perfluoropyridine monomers. Herein, we highlight the synthesis and characterization of these new perfluoropyridine-based polymer architectures for potentially tunable high performance applications. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3COA of Formula: C5F5N).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. COA of Formula: C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

N-Doped Graphdiyne Coating for Dendrite-Free Lithium Metal Batteries was written by Shang, Hong;Gu, Yu;Wang, Yingbin;Zuo, Zicheng. And the article was included in Chemistry – A European Journal in 2020.Application In Synthesis of 2,3,4,5,6-Perfluoropyridine The following contents are mentioned in the article:

Nonuniform nucleation is one of the major reasons for the dendrite growth of metallic lithium, which leads to intractable problems in the efficiency, reversibility, and safety in Li-based batteries. To improve the deposition of metallic Li on Cu substrates, herein, a freestanding current collector (NGDY@CuNW) is formed by coating pyridinic nitrogen-doped graphdiyne (NGDY) nanofilms on 3D Cu nanowires (CuNWs). Theor. predictions reveal that the introduction of nitrogen atoms in the 2D GDY can enhance the binding energy between the Li atom and GDY, therefore improving the lithiophilicity on the surface for uniform lithium nucleation and deposition. Accordingly, the deposited metallic Li on the NGDY@CuNW electrode exhibits a dendrite-free morphol., resulting in significant improvements in terms of the reversibility with a high coulombic efficiency (CE) and a long lifespan at high c.d. The research provides an efficient method to control the surface property of Cu, which also will be instructive for other metal batteries. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Application In Synthesis of 2,3,4,5,6-Perfluoropyridine).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 鈭?8.7 脳 10鈭? cm3路mol鈭?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ路mol鈭? in the liquid phase and 140.4 kJ路mol鈭? in the gas phase. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C鈥揌 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Application In Synthesis of 2,3,4,5,6-Perfluoropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Oxidative Additions of C-F Bonds to the Silanide Anion [Si(C₂F₅)₃]^– was written by Tiessen, Natalia;Kessler, Mira;Neumann, Beate;Stammler, Hans-Georg;Hoge, Berthold. And the article was included in Angewandte Chemie, International Edition in 2022.Electric Literature of C5F5N The following contents are mentioned in the article:

Compounds exhibiting main group elements in low oxidation states were found to mimic the reactivity of transition metal complexes. Like the latter, such main group species show a proclivity of changing their oxidation state as well as their coordination number by +2, therefore fulfilling the requirements for oxidative additions Prominent examples of such main group compounds that undergo oxidative additions with organohalides R-X (R=alkyl, aryl, X=F, Cl, Br, I) are carbenes and their higher congeners. Aluminyl anions, which like carbenes and silylenes oxidatively add to strong 蟽-bonds in R-X species, have been recently discovered. We present the first anion based upon a Group 14 element, namely the tris(pentafluoroethyl)silanide anion, [Si(C₂F₅)₃]^–, which is capable of oxidative additions towards C-F bonds. This enables the isolation of non-chelated tetraorganofluorosilicate salts, which to the best of our knowledge had only been observed as reactive intermediates before. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Electric Literature of C5F5N).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine has a conjugated system of six 蟺 electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H眉ckel criteria for aromatic systems. Pyridine derivatives are also useful as small-molecule 伪-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Electric Literature of C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem