Month: December 2022

Rabasco, John J. published the artcileReactions of strong bases with vinyl fluoride. Formation and characterization of 1-fluorovinyl anion and the fluoride-acetylene hydrogen-bonded complex, Recommanded Product: 1-Fluoropyridiniumtriflate, the publication is Journal of the American Society for Mass Spectrometry (1992), 3(2), 91-8, database is CAplus and MEDLINE.

Vinyl fluoride reacts with strong bases to afford 1-fluorovinyl anion (1a) and a fluoride-acetylene cluster. The former ion can be prepared independently, and cleanly, by the fluorodesilylation of 1-(trimethylsilyl)fluoroethylene. Reactions of 1a are reported, and its proton affinity is assigned (387 ± 3 kcal mol^-1). Vinyl fluoride is 22 kcal mol^-1 more acidic than ethylene. This unusually large substituent effect is reproduced by ab initio calculations and can be accounted for by geometric changes which minimize the electron-electron repulsion in 1a. Computations on 2-fluorovinyl anions have also been carried out, and both ions are only slightly less stable than 1a. The cis-2-fluorovinyl anion has a larger barrier for fluoride elimination and is a reasonable target for preparation

Journal of the American Society for Mass Spectrometry published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C6H5F4NO3S, Recommanded Product: 1-Fluoropyridiniumtriflate.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Simler, Thomas published the artcilePotassium and Lithium Complexes with Monodeprotonated, Dearomatized PNP and PNC^NHC Pincer-Type Ligands, Product Details of C23H43NP2, the publication is Organometallics (2016), 35(6), 903-912, database is CAplus.

The reaction of 2,6-bis(di-tert-butylphosphinomethyl)pyridine (^tBuPN^tBuP) with 1 molar equiv of KCH₂C₆H₅ or LiCH₂SiMe₃ gave M(^tBuP^*N_a^tBuP) (M = K, Li; P^* = vinylic P donor, ^tBuP = P^tBu₂, N_a = anionic amido N donor) after monodeprotonation of the α-lutidinyl-CH₂ and concomitant dearomatization of the heterocycle. Evidence is provided that the anion ^tBuP^*N_a^tBuP may exist as Z- and E-isomers, interconvertible by rotation about the C_α-N-C_α-P exocyclic formal double bond. Thus, the two isomers of K(^tBuP^*N_a^tBuP), i.e., [K{(Z)-(^tBuP^*N_a^tBuP-κP^*,κN_a,κP)}(THF)], 1-Z·(THF), and [K{(E)-(^tBuP^*N_a^tBuP-κN_a,κP)}(THF)], 1-E·(THF), cocrystd. from THF in a 4:1 ratio. However, in the presence of DME, the isomerically pure [K{(E)-(^tBuP^*N_a^tBuP-κN_a,κP)}(DME)₂], 1-E·2(DME), was crystallized The α-picolinyl-CH₂ moiety in ^RPNC^NHC (N = substituted 2-picoline, ^RP = PCy₂, R = Cy; ^RP = P^tBu₂, R = ^tBu; C^NHC = N-heterocyclic carbene) was similarly deprotonated with concomitant dearomatization using LiN(SiMe₃)₂. This afforded the complexes Li(^RP^*N_aC^NHC), which were crystallized as the Z- or E-isomers, [Li{(E)-(^tBuP^*N_aC^NHC-κN_a,κC^NHC)}(Et₂O)₂], 3^tBu-E·2(Et₂O), [Li{(Z)-(^CyP^*N_aC^NHC-κP^*,κN_a,κC^NHC)}(Et₂O)], 3^Cy-Z·(Et₂O), and [Li{(Z)-(^tBuP^*N_aC^NHC-κP^*,κN_a,κC^NHC)}(Et₂O)], 3^tBu-Z·(Et₂O). The Z- and E-isomers reversibly interconvert in solution as shown by ³¹P{¹H} and ⁷Li NMR spectroscopy. The acidity of the α-picolinyl-CH₂ in ^RPNC^NHC is higher than in the known ^tBuPN^tBuP (ca. by 6 pK_a units).

Organometallics published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C3H9ClOS, Product Details of C23H43NP2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Rauch, Michael published the artcileMetal-Ligand Cooperation Facilitates Bond Activation and Catalytic Hydrogenation with Zinc Pincer Complexes, COA of Formula: C23H43NP2, the publication is Journal of the American Chemical Society (2020), 142(34), 14513-14521, database is CAplus and MEDLINE.

A series of PNP zinc pincer complexes capable of bond activation via aromatization/dearomatization metal-ligand cooperation (MLC) were prepared and characterized. Reversible heterolytic N-H and H-H bond activation by MLC is shown, in which hemilability of the phosphorus linkers plays a key role. Utilizing this zinc pincer system, base-free catalytic hydrogenation of imines and ketones is demonstrated. A detailed mechanistic study supported by computation implicates the key role of MLC in facilitating effective catalysis. This approach offers a new strategy for (de)hydrogenation and other catalytic transformations mediated by zinc and other main group metals. Safety: caution advised with pyrophoric organozinc compounds, gas evolution at high temperature and reactions involving H₂.

Journal of the American Chemical Society published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C23H43NP2, COA of Formula: C23H43NP2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Sato, Masayuki published the artcileReaction of 2,2,6-trimethyl-1,3-dioxin-4-one with isoquinolinium and pyridinium ylides, Name: 1-(Cyanomethyl)pyridin-1-ium chloride, the publication is Chemical & Pharmaceutical Bulletin (1982), 30(12), 4359-64, database is CAplus.

The reactions of diketene-acetone adduct [2,2,6-trimethyl-1,3-dioxin-4-one (I)] with heterocyclic ylides were studied. Heating I with isoquinolinium bis(ethoxycarbonyl)methylide gave pyrroloisoquinoline II (R = CO₂Et). Similarly, isoquinolinium cyano(ethoxycarbonyl)methylide and phenacylide gave pyrroloisoquinolinecarbonitrile III and II (R = Bz), resp. Isoquinolinium dicyanomethylide reacted with I to give bis(methyloxooxazinyl)methylide IV. Pyridinium ylides similarly reacted with I to give indolizines and oxazinylmethylides.

Chemical & Pharmaceutical Bulletin published new progress about 17281-59-3. 17281-59-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitrile,Salt, name is 1-(Cyanomethyl)pyridin-1-ium chloride, and the molecular formula is C7H7ClN2, Name: 1-(Cyanomethyl)pyridin-1-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Jung, Sungouk published the artcileEffect of substitution of methyl groups on the luminescence performance of Ir^III complexes: Preparation, structures, electrochemistry, photophysical properties and their applications in organic light-emitting diodes (OLEDs), Application of 5-Methyl-2-(p-tolyl)pyridine, the publication is European Journal of Inorganic Chemistry (2004), 3415-3423, database is CAplus.

A series of dimethyl-substituted tris(pyridylphenyl)iridium(III) derivatives [(n-MePy-n’-MePh)₃Ir] [n = 3, n’ = 4 (1); n = 4, n’ = 4 (2); n = 4, n’ = 5 (3); n = 5, n’ = 4 (4); n = 5, n’ = 5 (5)] have been synthesized and characterized to investigate the effect of the substitution of Me groups on the solid-state structure and photo- and electroluminescence. The absorption, emission, cyclic voltammetry and electroluminescent performance of 1–5 have also been systematically evaluated. The structures of 2 and 4 have been determined by a single-crystal x-ray diffraction anal. Under reflux (> 200°) in glycerol solution, fac-type complexes with a distorted octahedral geometry are predominantly formed as the major components in all cases. Electrochem. studies showed much smaller oxidation potentials relative to Ir(ppy)₃ (Hppy = 2-phenylpyridine). All complexes exhibit intense green photoluminescence (PL), which has been attributed to metal-to-ligand charge transfer (MLCT) triplet emission. The maximum emission wavelengths of thin films of 1, 3, 4 and 5 at room temperature are in the range 529-536 nm, while 2 displays a blue-shifted emission band (λ_max = 512 nm) with a higher PL quantum efficiency (Φ_PL = 0.52) than those of complexes 1 and 3–5; this is attributed to a decrease of the intermol. interactions. Multilayered organic light-emitting diodes (OLEDs) were fabricated by using three (2, 3 and 4) of these Ir^III derivatives as dopant materials. The electroluminescence (EL) spectra of the devices, which have the maximum peaks at 509-522 nm, with shoulder peaks near 552 nm, are consistent with the PL spectra in solution at 298 K. The devices show operating voltages at 1 mA/cm² of 4.9, 5.6, 5.1, and 4.6 V for Ir(ppy)₃, 2, 3, and 4, resp. In particular, the device with 2 shows a higher external quantum efficiency (η_ext = 11% at 1 mA/cm²) and brightness (4543 cd/m² at 20 mA/cm²) than Ir(ppy)₃ (η_ext = 6.0% at 1 mA/cm²; 3156 cd/m² at 20 mA/cm²) and other Ir(dmppy)₃ derivatives, (dmppy = dimethyl-substituted ppy), under the same conditions. The Me groups at the meta (Ph) and para (Py) positions to the Ir metal atom have a great influence on absorption, emission, redox potentials and electroluminescence.

European Journal of Inorganic Chemistry published new progress about 85237-71-4. 85237-71-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is 5-Methyl-2-(p-tolyl)pyridine, and the molecular formula is C13H13N, Application of 5-Methyl-2-(p-tolyl)pyridine.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Takeda, Sunao published the artcileα,α-Gem-difluorination of α-(alkylthio)acetophenone derivatives with N-fluoropyridinium salts, HPLC of Formula: 107263-95-6, the publication is Chemical & Pharmaceutical Bulletin (2000), 48(7), 1097-1100, database is CAplus and MEDLINE.

The α,α-gem-difluorination of 2′,4′-difluoro-α-(methylthio)acetophenone with N-fluoropyridinium salts gave 2′,4′,α,α-tetrafluoro-α-(methylthio)acetophenone. This reaction was accelerated by the addition of zinc chloride, zinc bromide or anhydrous iron(III) chloride, and higher yields than the reaction without additives were obtained. The gem-difluorination reaction using FP-T300 in the presence of zinc bromide was applicable to other α-(alkylthio)acetophenone derivatives

Chemical & Pharmaceutical Bulletin published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C6H9N3O2S, HPLC of Formula: 107263-95-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Sato, Masayuki published the artcileSynthesis of 5-fluoro-1,3-dioxin-4-ones: versatile building blocks of fluorinated compounds, Name: 1-Fluoropyridiniumtriflate, the publication is Journal of the Chemical Society, Chemical Communications (1991), 699-700, database is CAplus.

Fluorination of 5,6-unsubstituted dioxinone I (R = H) with F₂ followed by treatment with Et₃N affords the title compound I (R = F) which can be converted into fluorinated derivatives of formylacetic acid, e.g., (E)-AcOCH:CFCO₂Me or of heterocyclic systems, e.g., II and III.

Journal of the Chemical Society, Chemical Communications published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C6H5F4NO3S, Name: 1-Fluoropyridiniumtriflate.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Nielsen, Martin published the artcileEfficient Hydrogen Production from Alcohols under Mild Reaction Conditions, Synthetic Route of 338800-13-8, the publication is Angewandte Chemie, International Edition (2011), 50(41), 9593-9597, database is CAplus and MEDLINE.

This effective acceptor-less dehydrogenation of alc. employs mild, neutral reaction conditions. The protocol is extended beyond the typical model substrate, iso-Pr alc., to the bio-relevant ethanol. Unprecedented high turnover frequencies for both iso-Pr alc. and ethanol are observed at low temperatures (< 100〈°C).

Angewandte Chemie, International Edition published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C23H43NP2, Synthetic Route of 338800-13-8.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Yasui, Kosuke published the artcileThe Effect of the Leaving Group in N-Heterocyclic Carbene-Catalyzed Nucleophilic Aromatic Substitution Reactions, Product Details of C5H5BrN2, the publication is Bulletin of the Chemical Society of Japan (2020), 93(12), 1424-1429, database is CAplus.

The reactivity order of the leaving group was F > Cl â‰?Br > I in N-heterocyclic carbene-catalyzed CS_NAr reactions of aryl halides bearing an α,β-unsaturated amide was discussed. Based on a qual. Marcus anal., the nature of the transition state in this catalytic CS_NAr was primarily determined by the potential energy of the Meisenheimer complex, even though it was not involved as a discrete intermediate in the reaction pathway.

Bulletin of the Chemical Society of Japan published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C14H26O2, Product Details of C5H5BrN2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Smoll, Karena A. published the artcilePhotolysis of Pincer-Ligated Pd^II-Me Complexes in the Presence of Molecular Oxygen, Application In Synthesis of 338800-13-8, the publication is Organometallics (2017), 36(7), 1213-1216, database is CAplus.

The reactions of ^t-BuPNP and ^t-BuPCP Pd^II-Me complexes (^t-BuPNP = 2,6-bis[(di-tert-butylphosphino)methyl]pyridine and ^t-BuPCP = 2,6-bis[(di-tert-butylphosphino)methyl]phenyl) with O₂ are described and compared with the reported O₂ reactivity of related Pd^II-Me complexes. [(^t-BuPNP)PdMe]Cl was found to react with O₂ upon photolysis resulting in oxidation of the pincer ligand backbone to produce a (^t-BuPNO)PdCl complex. In contrast, photolysis of (^t-BuPCP)PdMe with O₂ resulted in oxidation of the Pd-Me group to form (^t-BuPCP)PdOCO₂H. Isotopic labeling, radical initiators, and solvent studies were used to gain insight into the mechanisms of these unusual reactions of late metal alkyls with mol. oxygen.

Organometallics published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C7H7ClN2S, Application In Synthesis of 338800-13-8.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem