Category: 85237-71-4

Chang, Yu-Che published the artcileRe^I-Catalyzed highly regio- and stereoselective C-H addition to terminal and internal alkynes, Name: 5-Methyl-2-(p-tolyl)pyridine, the publication is Organic Chemistry Frontiers (2019), 6(4), 432-436, database is CAplus.

An effective ortho C-H functionalization of arylpyridines e.g., I and detachable N-pyrimidyl indoles II (R = H, CH₃, C(O)CH₃) by terminal and internal alkynes R¹CCR² (R¹ = H, C₆H₅, CH₃(CH₂)₂, C₆H₅CC; R² = 4-CH₃C₆H₄, (CH₂)₅OH, cyclohexyl, etc.) using a Re(I) catalyst providing an efficient access to various E-selective alkenylation products e.g., III were developed. The catalytic reaction is compatible with various aliphatic alkynes, aromatic terminal alkynes and internal alkynes, and structurally different nitrogen heterocycles. Deuterium-labeling experiments indicate that significant deuterium scrambling occurs with the directing groups and acetylenic sp C-H bonds before the migratory insertion.

Organic Chemistry Frontiers 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, Name: 5-Methyl-2-(p-tolyl)pyridine.

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

Prakash, Sekar published the artcileCobalt-Catalyzed Oxidative Annulation of Nitrogen-Containing Arenes with Alkynes: An Atom-Economical Route to Heterocyclic Quaternary Ammonium Salts, Quality Control of 85237-71-4, the publication is Angewandte Chemie, International Edition (2016), 55(5), 1844-1848, database is CAplus and MEDLINE.

Four cobalt-catalyzed oxidative annulation reactions of nitrogen-containing arenes with alkynes proceeds by C-H activation, thus leading to biol. useful quaternary ammonium salts, including pyridoisoquinolinium, cinnolinium, isoquinolinium, and quinolizinium salts, in high yields. The results are comparable to those reactions catalyzed by rhodium and ruthenium complexes. The transformation of the salts into various N-heterocycles has also been demonstrated.

Angewandte Chemie, International Edition 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, Quality Control of 85237-71-4.

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

Liu, Tao published the artcileStraightforward installation of carbon-halogen, carbon-oxygen and carbon-carbon bonds within metal-organic frameworks (MOF) via palladium-catalyzed direct C-H functionalization, Application In Synthesis of 85237-71-4, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(87), 13261-13264, database is CAplus and MEDLINE.

The straightforward C-H functionalization of UiO-67-dcppy materials, was realized by a Pd-catalyzed PSM. This novel protocol provides an efficient method for the synthesis of various functionalized MOFs, which showed promising adsorbent ability in removing phenolic contaminates from water.

Chemical Communications (Cambridge, United Kingdom) 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 In Synthesis of 85237-71-4.

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

Dau, Phuong V. published the artcileSingle-Atom Ligand Changes Affect Breathing in an Extended Metal-Organic Framework, Product Details of C13H13N, the publication is Inorganic Chemistry (2012), 51(10), 5671-5676, database is CAplus and MEDLINE.

2-Phenylpyridine-5,4′-dicarboxylic acid (1, dcppy), a derivative of 4,4′-biphenyldicarboxylic (2, bpdc) was used as the organic linking component for several metal-organic frameworks (MOFs). The pyridine component of 1 does not interfere with the solvothermal synthetic procedure, and hence both 1 and 2 form similar isoreticular MOFs. Zr⁴⁺-based UiO-67-dcppy, Al³⁺-based DUT-5-dcppy, Zn²⁺-based DMOF-1-dcppy, and interpenetrated Zn²⁺-based BMOF-1-dcppy were readily synthesized from 1. Similarly, isostructural frameworks from 2 were prepared (UiO-67, DUT-5, DMOF-1-bpdc, and interpenetrated BMOF-1-bpdc). The structures and phys. properties of these frameworks were characterized by powder x-ray diffraction (PXRD), single XRD, TGA, and gas sorption anal. Generally, frameworks prepared from 1 or 2 displayed similar properties; however, gas sorption data showed that BMOF-1-dcppy displayed a very large hysteresis with N₂ and CO₂ suggestive of possible framework flexibility. In contrast, the analogous framework prepared from 2 (BMOF-1-bpdc) showed low uptake of N₂ and CO₂. The substantial difference in the gas sorption behavior of these MOFs is attributed to the pyridine nature of 1 that results in weakened π-π interactions between the interpenetrated nets.

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, Product Details of C13H13N.

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

Upadhyay, Nitinkumar Satyadev published the artcileRhodium-Catalyzed Regioselective Synthesis of Isoindolium Salts from 2-Arylpyridines and Alkenes in Aqueous Medium under Oxygen, Recommanded Product: 5-Methyl-2-(p-tolyl)pyridine, the publication is Advanced Synthesis & Catalysis (2016), 358(21), 3381-3386, database is CAplus.

A highly regioselective synthesis of pyrido[2,1-a]isoindolium salts, e.g., I (X-rays single crystal structure shown), from 2-arylpyridines and two equivalent of electron-deficient alkenes catalyzed by rhodium is demonstrated. The reaction was carried out in aqueous medium at 110 °C using inexpensive oxygen as oxidant. Reverse aza-Michael addition of the isoindolium salt occurs when the salt was treated with base to give a β-disubstituted alkene product. A reaction mechanism involving an ortho C-H olefination of 2-arylpyridine by alkene, intramol. aza-Michael addition, deprotonation at the β-carbon of the alkene fragment followed by another Michael addition to give the final product is proposed.

Advanced Synthesis & Catalysis 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 C9H8BNO2, Recommanded Product: 5-Methyl-2-(p-tolyl)pyridine.

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

Hassan, Mirja Mahamudul Md published the artcileIridium-Catalyzed Site-Selective Borylation of 8-Arylquinolines, SDS of cas: 85237-71-4, the publication is Synthesis (2021), 53(18), 3333-3342, database is CAplus.

The authors report a convenient method for the highly site-selective borylation of 8-arylquinoline. The reaction proceeds smoothly in the presence of a catalytic amount of [Ir(OMe)(cod)]₂ and 2-phenylpyridine derived ligand using bis(pinacolato)diborane as the borylating agent. The reactions occur with high selectivity with many functional groups, providing borylated 8-aryl quinolines with good to excellent yield and excellent selectivity. The borylated compounds formed in this method can be transformed into various important synthons by using known transformations.

Synthesis 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, SDS of cas: 85237-71-4.

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

Jafarpour, Farnaz published the artcilePalladium-catalyzed chelation-assisted C-H bond halogenation: selective chlorination of 2-arylpyridines with acid chlorides, SDS of cas: 85237-71-4, the publication is Synthesis (2014), 46(9), 1224-1228, 5 pp., database is CAplus.

Palladium-catalyzed chelation-assisted C-H bond halogenation of arenes using acid chlorides as chlorinating agents is reported. E.g., in presence of PdCl₂ and CuCl₂ in 1,4-dioxane at 140 °C, regioselective chlorination of 2-phenylpyridine by PhCOCl gave 92% I. This method provides a monoselective, straightforward, and clean route for the construction of aryl chlorides as privileged motifs in organic transformations.

Synthesis 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, SDS of cas: 85237-71-4.

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

Hoque, Emdadul Md published the artcileRemarkably Efficient Iridium Catalysts for Directed C(sp²)-H and C(sp³)-H Borylation of Diverse Classes of Substrates, Recommanded Product: 5-Methyl-2-(p-tolyl)pyridine, the publication is Journal of the American Chemical Society (2021), 143(13), 5022-5037, database is CAplus and MEDLINE.

Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp³)-H bond borylations. Heterocyclic mols. are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp²)-H and C(sp³)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chem.

Journal of the American Chemical Society 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, Recommanded Product: 5-Methyl-2-(p-tolyl)pyridine.

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

Mdluli, Velabo published the artcileHigh-throughput Synthesis and Screening of Iridium(III) Photocatalysts for the Fast and Chemoselective Dehalogenation of Aryl Bromides, Computed Properties of 85237-71-4, the publication is ACS Catalysis (2020), 10(13), 6977-6987, database is CAplus.

A high-throughput optical screening method for the photocatalytic activity of a structurally diverse library of 1152 cationic iridium(III) complexes ([Ir(C^N)₂(N^N)]⁺), corresponding to all combinations of 48 cyclometalating (C^N) and 24 ancillary (N^N) ligands, was developed. This rapid assay utilizes the colorimetric changes of a high contrast indicator dye, coumarin 6, to monitor the photo-induced electron transfer from a sacrificial amine donor to the metal complex excited state. The resulting [Ir(C^N)₂(N^N)]⁰ can then reduce an aryl bromide to form the highly reactive aryl radical intermediate. The rate of this reaction is dictated by the mol. structure of both coordinating ligands. Relative reaction rate constants determined via this method correlated closely with ¹⁹F NMR measurements obtained using a fluorinated substrate. A simple model that expresses the rate constant as a product of a single ”strength” parameter assigned to each of the 72 ligands can well account for the 1152 measured rate constants The best performing complexes exhibit much higher reactivity than the benchmark photocatalysts commonly used in photoredox transformations. The catalysts were also successfully tested for their chemoselectivity. The developed screening methodol. can enable generation of the large data sets needed to use modern data science to extract structure-activity relationships.

ACS Catalysis 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, Computed Properties of 85237-71-4.

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