Tag: 100-200

《Decarboxylative Hydroalkylation of Alkynes via Dual Copper-Photoredox Catalysis》 was published in ACS Catalysis in 2020. These research results belong to Mastandrea, Marco M.; Canellas, Santiago; Caldentey, Xisco; Pericas, Miquel A.. Recommanded Product: 2510-22-7 The article mentions the following:

A photoredox strategy for the synthesis of a wide range of allylic amines and ethers from carboxylic acids and alkynes has been developed. This approach relies on the perturbation of the ground-state electronic properties of terminal alkynes through the formation and photoexcitation of copper acetylide intermediates. This process takes place through cooperative copper and organic photoredox catalysis and can be carried out in a stereodivergent manner. Thus, a systematic multivariate HTE screening spotlighted that a switch in the stereochem. outcome can be provoked by choosing an appropriate combination of ligand and base. The developed methodol. has been applied to the stereoselective coupling of primary, secondary, and tertiary alkyl radicals with (hetero)aromatic terminal alkynes. As an addnl. practicality, similar reaction conditions allowed for the use of aromatic amines as radical precursors in a cross dehydrogenative coupling for the direct vinylation of inactivated C-H bonds. In the experiment, the researchers used 4-Ethynylpyridine(cas: 2510-22-7Recommanded Product: 2510-22-7)

4-Ethynylpyridine(cas: 2510-22-7) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Recommanded Product: 2510-22-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Molecular-level design of Fe-N-C catalysts derived from Fe-dual pyridine coordination complexes for highly efficient oxygen reduction》 were Zhang, Xiaoran; Mollamahale, Yaser Bahari; Lyu, Dandan; Liang, Lizhe; Yu, Feng; Qing, Ming; Du, Yonghua; Zhang, Xinyi; Tian, Zhi Qun; Shen, Pei Kang. And the article was published in Journal of Catalysis in 2019. Reference of 2,6-Diaminopyridine The author mentioned the following in the article:

Iron-nitrogen-carbon (Fe-N-C) materials as the most promising non-precious metal catalysts for oxygen reduction reaction (ORR) to replace Pt-based catalysts are in high demand for large scale application of fuel cells. However, their activity and durability are still critical issues. Development of Fe/N/C-containing precursors is a straightforward strategy for obtaining advanced Fe-N-C ORR catalysts to address these issues. Herein, we report an advanced Fe-N-C catalyst with a hybrid structure of single Fe atom sites (Fe-Nx moieties) and exposed Fe carbides/nitrides nanodots with diameters <2 nm embedded onto highly graphitic N-doped carbon matrix. The catalyst is synthesized by pyrolysis of a new kind of Fe-dual pyridine coordinated complex as the precursor. This facile chem. route results in a non-conventional Fe-N-C catalyst with encapsulated Fe-metallic phase nanoparticles or Fe-Nx moieties. The catalyst exhibits excellent ORR activity and remarkable durability in both acidic and alk. media. Its onset and half-wave potentials are 1.08 V and 0.88 V vs. (RHE) in 0.1 M KOH, resp., and 0.95 V and 0.81 V vs. RHE, resp., in 0.5 M H2SO4. Furthermore, a single proton exchange membrane (PEM) fuel cell fabricated by our catalyst generates the output power of 0.65 W cm-2, which indicates great potential of our hybrid structured Fe-N-C catalyst for the practical application in fuel cells. In the experiment, the researchers used many compounds, for example, 2,6-Diaminopyridine(cas: 141-86-6Reference of 2,6-Diaminopyridine)

2,6-Diaminopyridine(cas: 141-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Reference of 2,6-Diaminopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Science China: Chemistry included an article by Miao, Meng; Liao, Li-Li; Cao, Guang-Mei; Zhou, Wen-Jun; Yu, Da-Gang. Recommanded Product: 100-48-1. The article was titled 《Visible-light-mediated external-reductant-free reductive cross coupling of benzylammonium salts with (hetero)aryl nitriles》. The information in the text is summarized as follows:

A novel visible-light-mediated external reductant-free reductive cross coupling for the construction of C sp2-C sp3 bonds was reported. A variety of benzylammonium salts RCH(R1)N+(CH3)3O-S(O)2CF3 (R = naphthalen-2-yl, 1-benzothiophen-3-yl, 4-tert-butylphenyl, etc.; R1 = H, Me, n-Pr) and 1,2,3,4-tetrahydro-N,N,N-trimethyl-1-naphthalenaminium 1,1,1-trifluoromethanesulfonate underwent selective coupling with (hetero)aryl nitriles R2CN (R2 = 4-cyano-3-methylphenyl, 2-phenylpyridin-4-yl, isoquinolin-1-yl, etc.) to deliver important diarylmethanes RCH(R1)R2 and 4-(1,2,3,4-tetrahydronaphthalen-1-yl)benzonitrile under mild reaction conditions. Importantly, photocatalysts can be omitted for many cases, which might involve the electron donor acceptor (EDA) complex. Mechanistic studies indicated that benzylic radicals might be involved as the key intermediates. Moreover, the in situ NMe3 generated via cleavage of C-N bond in ammonium salts acts as the electron donor, thus avoiding the use of external-reductant. In the experimental materials used by the author, we found 4-Cyanopyridine(cas: 100-48-1Recommanded Product: 100-48-1)

4-Cyanopyridine(cas: 100-48-1) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Recommanded Product: 100-48-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,New Journal of Chemistry included an article by Das, Suman; Bhattacharjee, Jayeeta; Panda, Tarun K.. SDS of cas: 100-48-1. The article was titled 《An imidazolin-2-iminato ligand organozinc complex as a catalyst for hydroboration of organic nitriles》. The information in the text is summarized as follows:

The reaction of diethylzinc with imidazolin-2-imines (ImRNH, R = Dipp (2,6-diisopropylphenyl)), Mes (2,4,6-trimethylphenyl), and tBu (tert-butyl) afforded the corresponding dimeric Zn(II) imidazolin-2-iminato complexes [{(ImRN)ZnEt}2] (R = Dipp, 1a; R = Mes, 1b; R = tBu, 1c). The Zn complexes were characterized using spectroscopic techniques and the mol. structure of complex 1b was established by single-crystal x-ray diffraction anal. Complex 1c was used as a catalyst for the chemoselective hydroboration of organic nitriles with pinacolborane (HBpin) at ambient temperature to obtain diborylamines of a broad substrate scope in high yield. Zn complex 1c exhibits a versatile substrate scope and good functional group tolerance for catalytic hydroboration reactions. A most plausible mechanism is proposed from the kinetic study. In the experiment, the researchers used many compounds, for example, 4-Cyanopyridine(cas: 100-48-1SDS of cas: 100-48-1)

4-Cyanopyridine(cas: 100-48-1) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.SDS of cas: 100-48-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,ACS Omega included an article by Oppong-Quaicoe, Anita A.; DeBoef, Brenton. Formula: C6H6BrN. The article was titled 《FeCl2-Mediated Rearrangement of Allylic Alcohols》. The information in the text is summarized as follows:

Aryllithium reagents underwent one-pot regioselective addition and rearrangement reactions with cyclic α,β-unsaturated ketones and an acyclic diaryl-α,β,γ,δ-dienone in the presence of FeCl2 to yield cyclic secondary β-arylallylic alcs. Addition of an arylithium to an α’-methyl-α,β-enone followed by FeCl2-mediated rearrangement of the mixture of diastereomers indicated that the rearrangement is stereoselective.2-Bromo-5-methylpyridine(cas: 3510-66-5Formula: C6H6BrN) was used in this study.

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Formula: C6H6BrN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Mohammad, Akbar; Chandra, Prakash; Ghosh, Topi; Carraro, Mauro; Mobin, Shaikh M. published 《Facile Access to Amides from Oxygenated or Unsaturated Organic Compounds by Metal Oxide Nanocatalysts Derived from Single-Source Molecular Precursors》.Inorganic Chemistry published the findings.SDS of cas: 103-74-2 The information in the text is summarized as follows:

Oxidative amidation is a valuable process for the transformation of oxygenated organic compounds to valuable amides. However, the reaction is severely limited using an expensive catalyst and limited substrate scope. To circumvent these limitations, designing a transition-metal-based nanocatalyst via more straightforward and economical methodol. with superior catalytic performances with broad substrate scope is desirable. To resolve the aforementioned issues, the authors report a facile method for the synthesis of nanocatalysts NiO and CuO by the sol-gel-assisted thermal decomposition of [Ni(hep-H)(H2O)4]SO4 (SSMP-1) and [Cu(μ-hep)(BA)]2 (SSMP-2) [hep-H = 2-(2-hydroxylethyl)pyridine; BA = HOBz] as single-source mol. precursors (SSMPs) for the oxidative amidation of benzyl alc., benzaldehyde, and BA by using DMF as the solvent and as an amine source, in the presence of tert-butylhydroperoxide (TBHP) as the oxidant, at T = 80°. In addition to nanocatalysts NiO and CuO, the authors’ previously reported Co/CoO nanocatalyst (CoNC), derived from [CoII(hep-H)(H2O)4]SO4 (A) as an SSMP, was also explored for the aforementioned reaction. Also, the authors have carefully studied the difference in the catalytic performance of Co-, Ni-, and Cu-based nanoparticles synthesized from the SSMP for the conversion of various oxygenated and unsaturated organic compounds to their resp. amides. CuO showed an optimum catalytic performance for the oxidative amidation of various oxygenated and unsaturated organic compounds with a broad reaction scope. Finally, CuO can be recovered unaltered and reused for several (six times) recycles without any loss in catalytic activity. In the experimental materials used by the author, we found 2-(2-Hydroxyethyl)pyridine(cas: 103-74-2SDS of cas: 103-74-2)

2-(2-Hydroxyethyl)pyridine(cas: 103-74-2) belongs to pyridine. When pyridine is adsorbed on oxide surfaces or in porous materials, the following species are commonly observed: (i) pyridine coordinated to Lewis acid sites, (ii) pyridine H-bonded to weakly acidic hydroxyls, and (iii) protonated pyridine. At high coverage, physisorbed pyridine and protonated dimers can also be observed.SDS of cas: 103-74-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Yamamoto, Yoshihiko; Nishimura, Kei-ichiro; Shibuya, Masatoshi published 《Ruthenium-Catalyzed Cycloisomerization of 1,6-Diynes with Styryl Terminals Leading to Indenylidene Cycloalkanes》.ACS Catalysis published the findings.COA of Formula: C6H4BrNO The information in the text is summarized as follows:

In the presence of a neutral ruthenium catalyst, Cp*RuCl(cod), 1,5,10-enediynes bearing a styryl terminal underwent cycloisomerization to afford exocyclic 1,3-dienes with an indenylidene moiety. The reaction mechanism is proposed on the basis of the results of control experiments and d. functional calculations The transformations of the obtained cyclization products were also investigated to demonstrate the synthetic potential of this method. In addition to this study using 2-Bromonicotinaldehyde, there are many other studies that have used 2-Bromonicotinaldehyde(cas: 128071-75-0COA of Formula: C6H4BrNO) was used in this study.

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. COA of Formula: C6H4BrNO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Koay, Natalie; Tonelli, Devin L.; Truong, Vouy Linh published an article on January 5 ,2011. The article was titled 《Practical and efficient synthesis of N-fused tricyclic indoles》, and you may find the article in Tetrahedron Letters.Formula: C8H9NO3 The information in the text is summarized as follows:

A practical and efficient synthesis of Me 6,7,8,9-tetrahydropyrido[1,2-a]indol-10-ylacetate derivatives is reported. This synthetic approach featured the nucleophilic aromatic substitution of 2-piperidinemethanol derivatives with haloaryl fluorides, and the intramol. Heck coupling as key steps to afford the desired N-fused tricyclic indoles. After reading the article, we found that the author used Methyl 5-methoxypicolinate(cas: 29681-39-8Formula: C8H9NO3)

Methyl 5-methoxypicolinate(cas: 29681-39-8) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Formula: C8H9NO3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ghiazza, Clement; Faber, Teresa; Gomez-Palomino, Alejandro; Cornella, Josep published an article on January 31 ,2022. The article was titled 《Deaminative chlorination of aminoheterocycles》, and you may find the article in Nature Chemistry.Application In Synthesis of 4-Amino-2-picoline The information in the text is summarized as follows:

Herein we present a simple methodol. that enabled the NH2 groups in aminoheterocycles to be conceived as masked modification handles. With the aid of a simple pyrylium reagent and a cheap chloride source, C(sp2)-NH2 could be converted into C(sp2)-Cl bonds. The method was characterized by its wide functional group tolerance and substrate scope, allowing the modification of different classes of heteroaromatic motifs (five- and six-membered heterocycles), bearing numerous sensitive motifs. The facile conversion of NH2 into Cl in a late-stage fashion enabled practitioners to apply Sandmeyer- and Vilsmeier-type transforms without the burden of explosive and unsafe diazonium salts, stoichiometric transition metals or highly oxidizing and unselective chlorinating agents. After reading the article, we found that the author used 4-Amino-2-picoline(cas: 18437-58-6Application In Synthesis of 4-Amino-2-picoline)

4-Amino-2-picoline(cas: 18437-58-6) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Application In Synthesis of 4-Amino-2-picoline

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Formula: C6H5NO2In 2021 ,《Mechanistic investigation of the aerobic oxidation of 2-pyridylacetate coordinated to a Ru(II) polypyridyl complex》 was published in Dalton Transactions. The article was written by Sousa, Sinval F.; Ertem, Mehmed Z.; Faustino, Leandro A.; Machado, Antonio Eduardo. H.; Concepcion, Javier J.; Maia, Pedro I. S.; Patrocinio, Antonio Otavio T.. The article contains the following contents:

A new ruthenium polypyridyl complex, [Ru(bpy)2(acpy)]+ (acpy = 2-pyridylacetate, bpy = 2,2′-bipyridine), was synthesized and fully characterized. Distinct from the previously reported analog, [Ru(bpy)2(pic)]+ (pic = 2-pyridylcarboxylate), the new complex is unstable under aerobic conditions and undergoes oxidation to yield the corresponding α-keto-2-pyridyl-acetate (acpyoxi) coordinated to the RuII center. The reaction is one of the few examples of C-H activation at mild conditions using O2 as the primary oxidant and can provide mechanistic insights with important implications for catalysis. Theor. and exptl. investigations of this aerobic oxidative transformation indicate that it takes place in two steps, first producing the α-hydroxo-2-pyridyl-acetate analog and then the final product. The observed rate constant for the first oxidation was in the order of 10-2 h-1. The reaction is hindered in the presence of coordinating solvents indicating the role of the metal center in the process. Theor. calculations at the M06-L level of theory were performed for multiple reaction pathways in order to gain insights into the most probable mechanism. Authors results indicate that O2 binding to [Ru(bpy)2(acpy)]+ is favored by the relative instability of the six-ring chelate formed by the acpy ligand and the resulting RuIII-OO ̇- superoxo is stabilized by the carboxylate group in the coordination sphere. C-H activation by this species involves high activation free energies (ΔG‡ = 41.1 kcal mol-1), thus the formation of a diruthenium μ-peroxo intermediate, [(RuIII(bpy)2(O-acpy))2O2]2+ via interaction of a second [Ru(bpy)2(acpy)]+ was examined as an alternative pathway. The dimer yields two RuIV:O centers with a low ΔG‡ of 2.3 kcal mol-1. The resulting RuIV:O species can activate C-H bonds in acpy (ΔG‡ = 23.1 kcal mol-1) to produce the coordinated α-hydroxo-2-pyridylacetate. Further oxidation of this intermediate leads to the α-keto-2-pyridyl-acetate product. The findings provide new insights into the mechanism of C-H activation catalyzed by transition-metal complexes using O2 as the sole oxygen source. In the experimental materials used by the author, we found Picolinic acid(cas: 98-98-6Formula: C6H5NO2)

Picolinic acid(cas: 98-98-6) is used as a chelate for alkaline earth metals. Used to prepare picolinato ligated transition metal complexes. In synthetic organic chemistry, has been used as a substrate in the Mitsunobu reaction and in the Hammick reaction.Formula: C6H5NO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem