Tag: 100-200

Real-time observation of multi-mode vibronic coherence in pentafluoropyridine was written by Kus, J. A.;Hueter, O.;Temps, F.. And the article was included in Journal of Chemical Physics in 2017.Reference of 700-16-3 The following contents are mentioned in the article:

The ultrafast dynamics of pentafluoropyridine in the 1 ¹B₂ (ππ*) electronic state excited at λ_pump = 255 nm was studied by femtosecond time-resolved time-of-flight mass spectrometry and photoelectron imaging spectroscopy. A pronounced, long-lived, and complex periodic modulation of the transient ion yield signal with contributions by four distinct frequency components, 72 cm^-1, 144 cm^-1, 251 cm^-1, and 281 cm^-1, is observed for up to 9 ps. The recorded photoelectron images display a spectral band from the excited 1 ¹B₂ (ππ*) state only in the oscillation maxima; the signal is strongly reduced in the oscillation min. Supported by electronic structure calculations at the RI-SCS-CC2 and XMCQDPT2 levels of theory, the oscillating components of the signal are identified as frequencies of b₁ symmetry coupling modes in a vibronic coherence of the 1 ¹B₂ (ππ*) and 1 ¹A₂ (πσ*) electronic states. The optical excitation initiates regular and periodic wavepacket motion along those out-of-plane modes. In the distorted mol. structure, the initially excited state acquires substantial πσ* character that modulates the transition dipole moment for ionization and results in the observed oscillations. (c) 2017 American Institute of Physics. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Reference of 700-16-3).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Reference of 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nucleophilic Aromatic Substitution Reactions Described by the Local Electron Attachment Energy was written by Stenlid, Joakim H.;Brinck, Tore. And the article was included in Journal of Organic Chemistry in 2017.Synthetic Route of C5F5N The following contents are mentioned in the article:

A local multiorbital electrophilicity descriptor, the local electron attachment energy [E(r)], is used to study the nucleophilic aromatic substitution reactions of S_NAr and VNS (vicarious nucleophilic substitution). E(r) considers all virtual orbitals below the free electron limit and is determined on the mol. isodensity contour of 0.004 at units. Good (R² = 0.83) to excellent (R² = 0.98) correlations are found between descriptor values and exptl. reactivity data for six series of electron deficient arenes. These include homo- and heteroarenes, rings of five to six atoms, and a variety of fluorine, bromine, and hydride leaving groups. The solvent, temperature, and nucleophile are in addition varied across the series. The surface E(r) [E_S(r)] provides reactivity predictions better than those of transition-state calculations for a concerted S_NAr reaction with a bromine nucleofuge, gives correlations substantially stronger than those of LUMO energies, and is overall more reliable than the mol. electrostatic potential. Using E_S(r), one can identify the various electrophilic sites within a mol. and correctly predict isomeric distributions. Since the calculations of E_S(r) are computationally inexpensive, the descriptor offers fast but accurate reactivity predictions for the important nucleophilic aromatic substitution class of reactions. Applications in, e.g., drug discovery, synthesis, and toxicol. studies are envisaged. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Synthetic Route of C5F5N).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Synthetic Route of C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Regioselective C-F Bond Activation/C-C Bond Formation between Fluoropyridines and Cyclopropyl Groups at Zirconium was written by Romero, Nuria;Dufrois, Quentin;Crespo, Natalie;Pujol, Anthony;Vendier, Laure;Etienne, Michel. And the article was included in Organometallics in 2020.Formula: C5F5N The following contents are mentioned in the article:

This paper addresses the problem of the strong and inert C-F bond activation of various fluoropyridines by zirconocene derivatives Dicyclopropylzirconocene, [Cp₂Zr(c-C₃H₅)₂], thermally eliminates cyclopropane, giving the transient intermediate zirconabicyclobutane [Cp₂Zr(η²-c-C₃H₄)] that cleaves a C-F bond of pentafluoropyridine selectively at position 2, forming new Zr-F and C-C bonds stereoselectively to give [Cp₂ZrF{c-cis-CHCH₂CH(2-NC₅F₄)}]. DFT computations indicate the selectivity results from the initial formation of an azazirconacycle intermediate that undergoes ring opening and C-F bond cleavage. Transmetalation with a variety of cyclopropyl donors yields [Cp₂Zr(c-C₃H₅){c-cis-CHCH₂CH(2-NC₅F₄)}] with the selectivity depending on the nature of the donor. A synthetic cycle is realized when [Cp₂Zr(c-C₃H₅){c-cis-CHCH₂CH(2-NC₅F₄)}] reacts with pentafluoropyridine, yielding 2-(c-C₃H₅)NC₅F₄ and [Cp₂ZrF{c-cis-CHCH₂CH(2-NC₅F₄)}] with C-F bond activation. Attempts at converting this reaction sequence to a catalytic version failed due to either decomposition of the active species or multiple C-F bond substitutions by the transmetalating agent. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Formula: C5F5N).

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·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Formula: C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Platinum ethylene dimerization catalysts: Diphosphine vs. diimine ancillary ligand effects was written by Debnath, Suman;Basu, Sayanti;Schmidt, Bradley M.;Adams, Jeramie J.;Arulsamy, Navamoney;Roddick, Dean M.. And the article was included in Polyhedron in 2020.Product Details of 700-16-3 The following contents are mentioned in the article:

Kinetic and mechanistic studies are presented for the (dfepe)Pt(Me)(NC₅F₅)⁺ (dfepe = (C₂F₅)₂PCH₂CH₂P(C₂F₅)₂) ethylene dimerization catalyst system. New labile complexes (dfepe)PtMe(L)⁺ (L = NC₅F₅, C₆F₅CN, C₆F₅NH₂, C₆F₅NO₂) have been prepared A general extension to a variety of other chelating diphosphine analogs (PP)Pt(Me)(C₂H₄)⁺ has been accessed by Me abstraction from donor (PP)PtMe₂ precursors with Ph₃C⁺B(C₆F₅)^–₄ in the presence of ethylene to cleanly afford (PP)Pt(Me)(C₂H₄)⁺ products. Catalysis studies for these more electron-rich diphosphine systems demonstrate moderate dimerization activity which is uniformly higher than reported for (diimine)Pt(Me)(C₂H₄)⁺. In several cases allylic catalyst decomposition products (PP)Pt(η³-C₃H₄Me)⁺ have been identified. A DFT study of insertion barriers for diimine and diphosphine systems is presented which suggests that weakening of Pt-ethylene ground state binding by strong-field diphosphine ligands is a major contributing factor to the lower ethylene insertion barriers for PP systems. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Product Details of 700-16-3).

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·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Product Details of 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introducing N-Heterocyclic Iminophosphoranes (NHIPs): Synthesis by [3 + 2] Cycloaddition of Azophosphines with Alkynes and Reactivity Studies was written by Tanaka, Keita;Riu, Martin-Louis Y.;Valladares, Brian;Cummins, Christopher C.. And the article was included in Inorganic Chemistry in 2022.SDS of cas: 700-16-3 The following contents are mentioned in the article:

Azophosphines (Ar-N:N-PR₂) were prepared from N-aryl-N’-(trimethylsilyl)diazenes (Ar-N:N-SiMe₃) and R₂PCl by Me₃SiCl elimination or oxidation of phosphinohydrazines (Ar-NH-NH-PR₂) by 2,5-dialkyl-1,4-benzoquinones. Azophosphines underwent 1,3-dipolar cycloaddition with cyclooctyne and dimethylacetylene dicarboxylate to give N-heterocyclic iminophosphoranes (NHIPs), which are structurally similar to cyclic (alkyl)(amino)carbenes. The cycloaddition reaction is compatible with various P atom substituents including Ph (NHIP-1,4,6), iso-Pr (NHIP-2), cyclohexyl (NHIP-3), and dimethylamino (NHIP-5) groups. The pK_BH⁺ values of the NHIPs in MeCN range from 13.13 to 23.14. From the Huynh electronic parameter, NHIP-1 and NHIP-2 have σ-donor strengths comparable with that of 1,8-diazabicyclo[5.4.0]undec-7-ene. NHIP-1 underwent facile 1,2-addition with pentafluoropyridine to form a rare fluorophosphorane. The treatment of NHIP-1 with triphenylsilane resulted in P-N bond cleavage, accompanied by the reduction of P(V) to P(III). A homoleptic, cationic Cu(I)-NHIP-1 complex was also prepared The potential utility of π-donating NHIPs was demonstrated by the stabilization of a reactive iminoborane (Cl-BN-SiMe₃). The facile scalable synthesis, tunability of steric demands, and basicity of NHIPs suggest that this new heterocycle class may find a wide range of applications in synthetic chem. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3SDS of cas: 700-16-3).

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 π-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 σ bonds. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.SDS of cas: 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Organocatalytic C-F Bond Activation with Alanes was written by Jaeger, Alma D.;Ehm, Christian;Lentz, Dieter. And the article was included in Chemistry – A European Journal in 2018.Name: 2,3,4,5,6-Perfluoropyridine The following contents are mentioned in the article:

Hydrodefluorination reactions (HDF) of per- and polyfluorinated olefins and arenes by cheap aluminum alkyl hydrides in non-coordinating solvents can be catalyzed by O and N donors. TONs with respect to the organocatalysts of up to 87 have been observed Depending on substrate and concentration, high selectivities can be achieved. For the prototypical hexafluoropropene, however, low selectivities are observed (E/Z≈2). DFT studies show that the preferred HDF mechanism for this substrate in the presence of donor solvents proceeds from the dimer Me₄Al₂(μ-H)₂·THF by nucleophilic vinylic substitution (S_NV)-like transition states with low selectivity and without formation of an intermediate, not via hydrometallation or σ-bond metathesis. In the absence of donor solvents, hydrometallation is preferred but this is associated with inaccessibly high activation barriers at low temperatures Donor solvents activate the aluminum hydride bond, lower the barrier for HDF significantly, and switch the product preference from Z to E. The exact nature of the donor has only a minimal influence on the selectivity at low concentrations, as the donor is located far away from the active center in the transition states. The mechanism changes at higher donor concentrations and proceeds from Me₂AlH·THF via S_NV and formation of a stable intermediate, from which elimination is unselective, which results in a loss of selectivity. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Name: 2,3,4,5,6-Perfluoropyridine).

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. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Name: 2,3,4,5,6-Perfluoropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

DFT Study on C-F Bond Activation by Group 14 Dialkylamino Metalylenes: A Competition between Oxidative Additions versus Substitution Reactions was written by Mondal, Totan;De, Sriman;Koley, Debasis. And the article was included in Inorganic Chemistry in 2017.SDS of cas: 700-16-3 The following contents are mentioned in the article:

The C-F bond activation of pentafluoropyridine (PFP) by group 14 dialkylamino metalylenes has been studied employing DFT calculations Emphasis is placed on the group 14 central atom (M = Si^II, Ge^II, and Sn^II) and substituents (-NMe₂, -NⁱPr₂, -Cl, -NH₂, and -PH₂) dependent switching of oxidative addition to the metathesis/substitution reaction route, using state-of-the-art theor. methods (M062X/def2-QZVP(SMD)//M062X/def2-TZVP) to provide a systematic classification of the individual mode of reactions. Moreover, an energy decomposition anal. (EDA) is implemented to get a brief insight into the phys. factors that control the activation barriers originating via the different mode of reactions, viz., oxidative addition and metathesis routes. The key finding is that the distortion of PFP is the principal guiding factor in the oxidative addition reaction, while distortions imposed on both the PFP and metalylenes are inevitable toward the origin of the metathesis reaction barrier. The preferable oxidative addition reaction over metathesis of substituted silylenes can be explained on the basis of electron concentration and the HOMO-LUMO gap between the reacting substrates. However, the dramatic switch between oxidative addition and metathesis reaction in substituted germylenes depends on both the electronic and steric nature of the substituents. Similar observations are also noted for the reactivity of substituted stannylenes. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3SDS of cas: 700-16-3).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. 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. SDS of cas: 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of Trifluoromethylated Dithiocarbamates via Photocatalyzed Substitution Reaction: Pentafluoropyridine as Activating Reagent was written by Zemtsov, Artem A.;Lunkov, Sergey S.;Levin, Vitalij V.;Dilman, Alexander D.. And the article was included in European Journal of Organic Chemistry in 2021.Formula: C5F5N The following contents are mentioned in the article:

A method for the synthesis of trifluoromethyl-substituted dithiocarbamates I [R = Ph, 4-MeC₆H₄, 4-i-PrC₆H₄, 4-t-BuC₆H₄, 2,4,6-Me₃C₆H₂, 4-PhC₆H₄, 4-MeOC₆H₄, 3-MeOC₆H₄, 3,4-(MeO)₂C₆H₃, 2,4-(MeO)₂C₆H₃, 3,4,5-(MeO)₃C₆H₂, 4-PhCH₂OC₆H₄, 4-MeSC₆H₄, 4-NCC₆H₄, 4-FC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄] from aryl aldehydes RCHO [R = Ph, 4-MeC₆H₄, 4-i-PrC₆H₄, 4-t-BuC₆H₄, 2,4,6-Me₃C₆H₂, 4-PhC₆H₄, 4-MeOC₆H₄, 3-MeOC₆H₄, 3,4-(MeO)₂C₆H₃, 2,4-(MeO)₂C₆H₃, 3,4,5-(MeO)₃C₆H₂, 4-PhCH₂OC₆H₄, 4-MeSC₆H₄, 4-NCC₆H₄, 4-FC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄] is described. The reaction involves nucleophilic trifluoromethylation, derivatization of the silyloxy-group with pentafluoropyridine, and substitution of the fluorinated pyridinyloxy group by dithiocarbamate anion. The substitution step is performed in the presence of 12-phenyl-12H-benzo[b]phenothiazine and copper cyanide under irradiation of 400 nm LED. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Formula: C5F5N).

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·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Formula: C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Green synthesis of porous β-cyclodextrin polymers for rapid and efficient removal of organic pollutants and heavy metal ions from water was written by Yu, Tingting;Xue, Zhimin;Zhao, Xinhui;Chen, Wenjun;Mu, Tiancheng. And the article was included in New Journal of Chemistry in 2018.SDS of cas: 700-16-3 The following contents are mentioned in the article:

Metal ions and organic pollutants pose a serious threat to public health and are often found to coexist in industrial wastewaters. Herein, we developed a general route for the synthesis of porous polymers by joining β-cyclodextrin (β-CD), EDTA-modified chitosan (CS-EDTA) (the chitosan could be substituted by other biomass polymers) and pentafluoropyridine together, and using biomass-derived 2-methyltetrahydrofuran as an environmentally benign solvent. Some of these as-prepared porous polymers could be used as very attractive and effective adsorbents for the removal of organic pollutants and heavy metal ions such as Pb(II), Ni(II), Cu(II), Co(II), Hg(II), and Cr(II) from wastewater simultaneously with very fast uptake kinetics compared to other adsorbents. The as-prepared porous polymers from β-CD and CS-EDTA, cellulose, sodium alginate, or alkali lignin were named P-CDEC, P-CDMCC, P-CDSA, and P-CDAL, resp. Taking P-CDEC as an example, k₂ (18.6 g mg^-1 min^-1 for Pb(II) and 4.9 g mg^-1 min^-1 for trichlorophenol) is one to three orders of magnitude higher than that of other common adsorbents. More importantly, the polymers can be recycled and after five cycles, more than 91% adsorption capacity still remained. Therefore, these polymers are potential materials for integrative and efficient treatment of coexisting toxic pollutants. The as-developed green route for the synthesis of porous polymers from biomass could be extended for the preparation of other functional materials. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3SDS of cas: 700-16-3).

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. SDS of cas: 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

NHC·Alane Adducts as Hydride Sources in the Hydrodefluorination of Fluoroaromatics and Fluoroolefins was written by Schneider, Heidi;Hock, Andreas;Jaeger, Alma D.;Lentz, Dieter;Radius, Udo. And the article was included in European Journal of Inorganic Chemistry in 2018.Computed Properties of C5F5N The following contents are mentioned in the article:

The authors present herein the use of NHC-stabilized alane adducts of the type (NHC)·AlH₃ [NHC = Me₂Im , Me₂Im^Me , iPr₂Im, iPr₂Im^Me, Dipp₂Im] and (NHC)·AliBu₂H [NHC = iPr₂Im , Dipp₂Im ] as novel hydride transfer reagents in the hydrodefluorination (HDF) of different fluoroaroms. and hexafluoropropene. Depending on the alane adduct used, HDF of pentafluoropyridine to 2,3,5,6-tetrafluoropyridine in yields of 15-99% was observed The adducts (Me₂Im)·AlH₃, (Me₂Im^Me)·AlH₃ , and (Dipp₂Im)·AlH₃ achieved a quant. conversion into 2,3,5,6-tetrafluoropyridine at room temperature immediately after mixing the reactants. Studies on the HDF of fluorobenzenes with the (NHC)·AlH₃ adducts and (Dipp₂Im)·AliBu₂H showed the decisive influence of the reaction temperature on the H/F exchange and that 135° in xylene afforded the best product distribution. Although the HDF of hexafluorobenzene yielded 1,2,4,5-tetrafluorobenzene in moderate yields with traces of 1,2,3,4-tetrafluorobenzene and 1,2,4-trifluorobenzene, pentafluorobenzene was converted quant. into 1,2,4,5-tetrafluorobenzene, with (Dipp₂Im)·AliBu₂H showing the highest activity and reaching complete conversion after 12 h at 135° in xylene. The HDF of hexafluoropropene with (Me₂Im)·AlH₃ occurred even at low temperatures and preferably at the CF₂ group with the formation of 1,2,3,3,3-pentafluoropropene (with 0.4 equiv of 1) or 2,3,3,3-tetra-fluoropropene (with 0.9 equiv of 1) as the main product. 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. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-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 σ bonds. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Computed Properties of C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem