Tag: 100-200

Functionalization of graphene oxide with a hybrid P,N ligand for immobilizing and stabilizing economical and non-toxic nanosized CuO: an efficient, robust and reusable catalyst for the C-O coupling reaction in O-arylation of phenol was written by Oswal, Preeti;Arora, Aayushi;Singh, Siddhant;Nautiyal, Divyanshu;Kumar, Sushil;Kumar, Arun. And the article was included in New Journal of Chemistry in 2022.Electric Literature of C11H9NO This article mentions the following:

A promising graphene oxide (GO) anchored robust and thermally stable heterogeneous catalytic system containing the low cost and less toxic copper oxide as a catalytically active material for C-O coupling reactions is reported. A hybrid ligand (i.e. PPh₂-CH₂-CH₂-NH₂) has been used for the first time for functionalization of the GO surface. This ligand grafted over GO sheets via covalent linkages acts as an efficient stabilizing and chelating agent for CuO nanoparticles through P and N donor sites to form the catalytic system (GO-PN-CuO). The powder X-ray diffraction (PXRD), IR (IR) spectroscopy, XPS, thermogravimetric anal. (TGA), Brunauer-Emmett-Teller (BET) studies, SEM, energy-dispersive X-ray spectroscopy (EDX), transmission electron microscopy (TEM) and Raman spectroscopy confirmed the step-wise formation of GO-PN-CuO. The catalytic potential of GO-PN-CuO had been explored for the C-O coupling reactions of phenols with several aryl bromides and chlorides for synthesis of diaryl ethers under mild reaction conditions. The covalent linkage of the hybrid ligand with GO sheets and the strong binding abilities of P, N donor sites with CuO renders high stability to GO-PN-CuO. As a result, the catalytic system offers the advantage of recyclability up to five reaction cycles without any considerable loss in activity. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Electric Literature of C11H9NO).

2-Phenoxypyridine (cas: 4783-68-0) 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. 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. Electric Literature of C11H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

AlCl₃/pyridinium chloride electrolyte-based rechargeable aluminum ion battery was written by Xu, Cheng;Zhao, Shimeng;Du, Yiqun;Wang, Zihan;Zhang, Jianxin. And the article was included in Materials Letters in 2020.Category: pyridine-derivatives This article mentions the following:

The electrolyte system of Al-ion batteries still faces some problems, such as high price, low capacity and strict working environment. Here, a novel ionic liquid AlCl₃/pyridinium chloride (PC) is prepared as the electrolyte for Al-ion battery, and spherical graphite (SG) is also firstly used as the cathode. The battery performs a discharge capacity of 123 mA h g^-1 at the c.d. of 1 A g^-1. It can reach 101 mA h g^-1 at 5 A g^-1 with a good coulombic efficiency of 97% after 500 cycles. AlCl₃/PC electrolyte with SG cathode exhibit a high specific capacity, stable cycling performance and rate capability. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Category: pyridine-derivatives).

Pyridinehydrochloride (cas: 628-13-7) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ruthenium(II)-catalyzed deoxygenation of ketones was written by Gui, Ruohua;Li, Chao-Jun. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Safety of Phenyl(pyridin-2-yl)methanone This article mentions the following:

The classical Wolff-Kishner reduction plays a key role in organic synthesis to convert carbonyl functionalities into methylene groups; however, it generally requires harsh reaction conditions and a strategy with wider applications demands further development. Herein, a ruthenium-catalyzed Wolff-Kishner type reduction of ketones is developed with 31 examples under mild conditions. This strategy tolerates aryl and alkyl ketones with reactive functional groups including halogens, hydroxyls, carboxylic acid, unsaturated functional groups, and so on. The corresponding methylene products were obtained in 32% to 95% yields while using water or methanol as solvents. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Safety of Phenyl(pyridin-2-yl)methanone).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) 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. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Safety of Phenyl(pyridin-2-yl)methanone

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Identification of Ligand Binding Hot Spots of the Histamine H₁ Receptor following Structure-Based Fragment Optimization was written by Kuhne, Sebastiaan;Kooistra, Albert J.;Bosma, Reggie;Bortolato, Andrea;Wijtmans, Maikel;Vischer, Henry F.;Mason, Jonathan S.;de Graaf, Chris;de Esch, Iwan J. P.;Leurs, Rob. And the article was included in Journal of Medicinal Chemistry in 2016.Quality Control of tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate This article mentions the following:

Developments in G protein-coupled receptor (GPCR) structural biol. provide insights into GPCR-ligand binding. Compound I (4-(2-benzylphenoxy)piperidine) with high ligand efficiency for the histamine H₁ receptor (H₁R) was used to design derivatives to investigate the roles of: (1) the amine-binding region, (2) the upper and lower aromatic region and (3) binding site solvation. SAR anal. showed that the amine-binding region serves as the primary binding hot spot, preferably binding small tertiary amines. In silico prediction of water network energetics and mutagenesis studies indicated that the displacement of a water mol. from the amine-binding region is most likely responsible for the increased affinity of the N-methylated analog of I. Deconstruction of I showed that the lower aromatic region serves as a secondary binding hot spot. This study demonstrates that an x-ray structure in combination with tool compounds, assessment of water energetics, and mutagenesis studies enables SAR exploration to map GPCR-ligand binding hot spots. In the experiment, the researchers used many compounds, for example, tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4Quality Control of tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate).

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. 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. Quality Control of tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Trinuclear Mn²⁺/Zn²⁺ based microporous coordination polymers as efficient catalysts for ipso-hydroxylation of boronic acids was written by Bora, Sanchay J.;Paul, Rima;Dutta, Anurag;Goswami, Shyam;Guha, Ankur K.;Thakur, Ashim J.. And the article was included in Dalton Transactions in 2020.Related Products of 51834-97-0 This article mentions the following:

Two microporous coordination polymers based on hourglass trinuclear building units, [Mn₃(bpdc)₃(bpy)]·2DMF and [Zn₃(bpdc)₃(bpy)]·2DMF·4H₂O (bpdc = 4,4′-biphenyl dicarboxylic acid, bpy = 4,4′-bipyridine), were synthesized under solvothermal conditions employing DMF as the solvent. Each structure consists of two crystallog. distinct M²⁺ (M1 and M2) centers that are connected via carboxylate bridges from six bpdc ligands, generating a trinuclear metal cluster, [M₃(bpdc)₃(bpy)]. Cluster representation of the structure resulted in an interpenetrated net of rare hex topol. type. Catalytic activities of the CPs were assessed for the oxidative hydroxylation of phenylboronic acids (PBAs) using aqueous hydrogen peroxide (H₂O₂). Various substituted aryl/hetero-arylboronic acids RB(OH)₂ [R = Ph, 2,4-difluorophenyl, 4-aminophenyl, 2-thiophene etc.] underwent ipso-hydroxylation smoothly at room temperature to generate the corresponding phenols in excellent yields. The main advantages of this protocol are the aqueous medium reaction, heterogeneous catalytic system, and short reaction time with excellent yield. In the experiment, the researchers used many compounds, for example, 5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0Related Products of 51834-97-0).

5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Related Products of 51834-97-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Unified synthesis of multiply arylated alkanes by catalytic deoxygenative transformation of diarylketones was written by Kurosawa, Miki B.;Kato, Kenta;Muto, Kei;Yamaguchi, Junichiro. And the article was included in Chemical Science in 2022.Product Details of 91-02-1 This article mentions the following:

A deoxygenative transformation of diarylketones leading to multiply arylated alkanes was developed. Diarylketones were reacted with diphenylphosphine oxide resulting in a phospha-Brook rearrangement, followed by palladium-catalyzed cross-couplings or a Friedel-Crafts type alkylation to afford the corresponding multiply arylated alkanes. A variety of diarylketones was converted to multiply arylated alkanes such as diarylmethanes, tetraarylethanes and triarylmethanes by reduction, dimerization and arylation in one pot. Furthermore, a one-pot conversion from arylcarboxylic acids to diarylmethanes and tetraarylethanes and a synthesis of tetraarylmethane and triphenylethane using sequential coupling reactions were also presented. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Product Details of 91-02-1).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Product Details of 91-02-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Selective hydrogenation of arenes to cyclohexanes in water catalyzed by chitin-supported ruthenium nanoparticles was written by Morioka, Yuna;Matsuoka, Aki;Binder, Kellie;Knappett, Benjamin R.;Wheatley, Andrew E. H.;Naka, Hiroshi. And the article was included in Catalysis Science & Technology in 2016.Recommanded Product: Pyridinehydrochloride This article mentions the following:

The selective hydrogenation of aromatic compounds to cyclohexanes was found to be promoted by chitin-supported ruthenium nanoparticles (Ru/chitin) under near-neutral, aqueous conditions without the loss of C-O/C-N linkages at benzylic positions. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Recommanded Product: Pyridinehydrochloride).

Pyridinehydrochloride (cas: 628-13-7) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Recommanded Product: Pyridinehydrochloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ni-Catalyzed C-H Cyanation of (Hetero)arenes with 2-Cyanoisothiazolidine 1,1-Dioxide as a Cyanation Reagent was written by Ma, Junjie;Liu, Hao;He, Xin;Chen, Zhicheng;Liu, Yue;Hou, Chuanfu;Sun, Zhizhong;Chu, Wenyi. And the article was included in Organic Letters in 2021.Computed Properties of C12H11N This article mentions the following:

A nickel-catalyzed C-H cyanation reaction of arenes has been developed using 2-cyanoisothiazolidine 1,1-dioxide as an electrophilic cyanation reagent. Many different directing groups can be used in this cyanation to obtain a series of cyanation products with good yields. Adopting this strategy to introduce a cyano group, natural alkaloid menisporphine was successfully synthesized through cyano group conversion that further proved the practicality of this cyanation method. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Computed Properties of C12H11N).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. 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. Computed Properties of C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cascade Approach to Highly Functionalized Biaryls by a Nucleophilic Aromatic Substitution with Arylhydroxylamines was written by Guo, Lirong;Liu, Fengting;Wang, Liying;Yuan, Hairui;Feng, Lei;Kurti, Laszlo;Gao, Hongyin. And the article was included in Organic Letters in 2019.Application In Synthesis of 6-Fluoropicolinonitrile This article mentions the following:

A transition-metal free synthesis of highly functionalized 2-hydroxy-2′-amino-1,1′-biaryls from N-arylhydroxylamines has been developed. This operationally simple and readily scalable approach relies on a cascade of reactions that initially generates transient N,O-diarylhydroxylamines, via direct O-arylation, which then undergo rapid [3,3]-sigmatropic rearrangement and subsequent rearomatization to form NOBIN-type products, e.g., I. These structurally diverse functionalized biaryls are obtained under mild conditions in good to excellent isolated yields. In the experiment, the researchers used many compounds, for example, 6-Fluoropicolinonitrile (cas: 3939-15-9Application In Synthesis of 6-Fluoropicolinonitrile).

6-Fluoropicolinonitrile (cas: 3939-15-9) 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.Application In Synthesis of 6-Fluoropicolinonitrile

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Transition-Metal Free Chemoselective Hydroxylation and Hydroxylation-Deuteration of Heterobenzylic Methylenes was written by Liu, Yonghai;Yu, Yang;Sun, Chengyu;Fu, Yiwei;Mang, Zhiguo;Shi, Lei;Li, Hao. And the article was included in Organic Letters in 2020.Electric Literature of C12H9NO This article mentions the following:

We developed an approach for direct selective hydroxylation of heterobenzylic methylenes to secondary alcs. avoiding overoxidn. to ketones by using a KOBu-t/DMSO/air system. Most reactions could reach completion in several minutes to give hydroxylated products in 41-76% yields. Using DMSO-d₆, this protocol resulted in difunctionalization of heterobenzylic methylenes to afford α-deuterated secondary alcs. (>93% incorporation). By employing this method, active pharmaceutical ingredients carbinoxamine and doxylamine were synthesized in two steps in moderate yields. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Electric Literature of C12H9NO).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. 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. Electric Literature of C12H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem