Category: pyridine-derivatives

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

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

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

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

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

Sankar, Velayudham published the artcileZinc-Catalyzed N-Alkylation of Aromatic Amines with Alcohols: A Ligand-Free Approach, Category: pyridine-derivatives, the publication is Advanced Synthesis & Catalysis (2020), 362(20), 4409-4414, database is CAplus.

An efficient zinc-catalyzed N-alkylation reaction of aromatic amines was achieved using aliphatic, aromatic and heteroaromatic alcs. as the alkylating reagent. A variety of aniline derivatives, including heteroaromatic amines, underwent the N-alkylation reaction and furnished N-alkyl amines in good to excellent yields. The application of reaction was also further demonstrated by the synthesis of 2-phenylquinoline from acetophenone and 2-aminobenzyl alc. Deuterium labeling experiments showed that the reaction proceeded via a borrowing hydrogen process.

Advanced Synthesis & Catalysis published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Category: pyridine-derivatives.

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

Graphakos, Basil J. published the artcileHeterocycles in organic synthesis. Part 13. The reaction of 2,4-diphenylthiopyrylium perchlorate with amines, Application In Synthesis of 18437-58-6, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1980), 1345-6, database is CAplus.

2,4-Diphenylthiopyrylium perchlorate (I) [30235-02-0], prepared by sequential treatment of 4,6-diphenylthiopyran-2-thione [842-62-6] with 30% H₂O₂ (AcOH, 40°, 2 h) and 70% HClO₄, reacted with aromatic amines and aminopyridines (EtOH, 40-4°, 2 h, 20°) to give the thiopyrylium dyes II (R = aminoaryl, aminopyridyl). Thus, 52% II (R = C₆H₄NH₂-4) [75076-63-0] was obtained from PhNH₂ [62-53-3] and I. Analogous treatment of I with MeNH₂ [74-89-5] (EtOH, reflux, 2 h) gave 12% 1-methyl-2,4-diphenylpyridinium perchlorate [75076-60-7] and 45% 4,6-diphenyl-2H-thiopyran [75076-61-8].

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Application In Synthesis of 18437-58-6.

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

Chatterjee, Arnab published the artcilepH dependent catecholase activity of Fe(II) complexes of type [Fe(L)]X₂ [L = N-(phenyl-pyridin-2-yl-methylene)-ethane-1,2-diamine; X = ClO^–₄ (1), PF^–₆ (2)]: Role of counter anion on turnover number, SDS of cas: 91-02-1, the publication is Inorganica Chimica Acta (2020), 119933, database is CAplus.

Two mononuclear Fe(II) complexes having same ligand framework, coordination geometry but different counter anions [Fe(L)]X₂ [L = N-(phenyl-pyridin-2-yl-methylene)-ethane-1,2-diamine; X = ClO^–₄ (1), PF^–₆ (2)] have been synthesized and crystallog. characterized. Both the complexes catalyzed catechol-quinone oxidation pH dependently. In the pH range 8.3-8.5 the suitable activity of both the complexes were found. Counter anions in the complexes played a significant role in controlling the turn over numbers of the catalytic reactions. In acetonitrile (MeCN), the turn over number for 1 was 4.99 h^-1 and for 2, it was 42.75 h^-1.

Inorganica Chimica Acta published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, SDS of cas: 91-02-1.

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

Hu, Gongfang published the artcileSurprisingly big linker-dependence of activity and selectivity in CO₂ reduction by an iridium(I) pincer complex, Formula: C23H43NP2, the publication is Chemical Communications (Cambridge, United Kingdom) (2020), 56(64), 9126-9129, database is CAplus and MEDLINE.

Here, we report the quant. electroreduction of CO₂ to CO by a PNP-pincer iridium(I) complex bearing amino linkers in DMF/water. The electrocatalytic properties greatly depend on the choice of linker within the ligand. The complex 3-N is far superior to the analogs with methylene and oxygen linkers, showing higher activity and better selectivity for CO₂ over proton reduction

Chemical Communications (Cambridge, United Kingdom) 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, Formula: C23H43NP2.

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

Chen, Fang-tao published the artcileSynthesis of aldehyde-amines type sulfide 808 and DHP, Safety of 3,5-Diethyl-1-phenyl-2-propyl-1,2-dihydropyridine, the publication is Yingyong Huagong (2013), 42(4), 765-767, database is CAplus.

Aniline reacted with n-butyraldehyde under different conditions afforded condensation products 808 and DHP (808HP). By using gas chromatog., products were verified by compared to standard samples, and purity was decent. This process achieved improved yield and simplified operations, reduced costs, and provided a new approach in industrial production

Yingyong Huagong published new progress about 34562-31-7. 34562-31-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is 3,5-Diethyl-1-phenyl-2-propyl-1,2-dihydropyridine, and the molecular formula is C18H25N, Safety of 3,5-Diethyl-1-phenyl-2-propyl-1,2-dihydropyridine.

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