Day: November 10, 2022

Synthetic Route of C5H6BNO2In 2022 ,《A Pyridine-based Donor-Acceptor Molecule: A Highly Reactive Organophotocatalyst that Enables the Reductive Cleavage of C-Br Bonds through Halogen Bonding》 appeared in ACS Catalysis. The author of the article were Kato, Natsuki; Nanjo, Takeshi; Takemoto, Yoshiji. The article conveys some information:

A pyridine-based donor-acceptor mol. that exhibited high reactivity as a visible-light photoredox catalyst. This photoredox catalyst enabled the formation of radicals from alkyl bromides, which were useful radical precursors that unfortunately do not perform well under reductive conditions, by a direct, photocatalytic reductive cleavage of the C-Br bond. A wide variety of alkyl bromides including unactivated ones could be used under ambient conditions without any addnl. activating agents to give the C-C coupling products in good yield. Mechanistic studies indicated that the photocatalyst interacts with alkyl bromides through halogen bonding and that the pyridine moiety was important for the progress of the reaction. In the experiment, the researchers used Pyridin-3-ylboronic acid(cas: 1692-25-7Synthetic Route of C5H6BNO2)

Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.Synthetic Route of C5H6BNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

COA of Formula: C6H4N2In 2020 ,《Nature of the interaction of pyridines with OCS. A theoretical investigation》 appeared in Molecules. The author of the article were Bhattarai, Sumitra; Sutradhar, Dipankar; Chandra, Asit K.; Zeegers-Huyskens, Therese. The article conveys some information:

Ab initio calculations were carried out to investigate the interaction between para-substituted pyridines (X-C5H4N, X = NH2, CH3, H, CN, NO2) and OCS. Three stable structures of pyridine.OCS complexes were detected at the MP2 = full/aug-cc-pVDZ level. The A structure is characterized by N…S chalcogen bonds and has binding energies between -9.58 and -12.24 kJ/mol. The B structure is bonded by N…C tetrel bond and has binding energies between -10.78 and -11.81 kJ/mol. The C structure is characterized by π-interaction and has binding energies between -10.76 and -13.33 kJ/mol. The properties of the systems were analyzed by AIM, NBO, and SAPT calculations The role of the electrostatic potential of the pyridines on the properties of the systems is outlined. The frequency shift of relevant vibrational modes is analyzed. After reading the article, we found that the author used 4-Cyanopyridine(cas: 100-48-1COA of Formula: C6H4N2)

4-Cyanopyridine(cas: 100-48-1) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.COA of Formula: C6H4N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Quality Control of 6-Bromopyridin-3-amineIn 2010 ,《Synthesis of 2,2′-bipyridines via Suzuki-Miyaura cross-coupling》 appeared in Synthesis. The author of the article were Guetz, Christoph; Luetzen, Arne. The article conveys some information:

For a long time, the Suzuki-Miyaura cross-coupling reaction could not be used for the synthesis of 2,2′-bipyridines due to the lack of sufficiently stable 2-pyridylboron compounds Stabilized 2-pyridylboronates, recently developed by Hodgson, however, were ideally suited for this purpose. Two general protocols could be developed and demonstrated to be valuable alternatives, which can be used very efficiently for the synthesis of functionalized 2,2′-bipyridines. After reading the article, we found that the author used 6-Bromopyridin-3-amine(cas: 13534-97-9Quality Control of 6-Bromopyridin-3-amine)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).Quality Control of 6-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

HPLC of Formula: 626-05-1In 2020 ,《Iridium(III) Complexes Bearing a Formal Tetradentate Coordination Chelate: Structural Properties and Phosphorescence Fine-Tuned by Ancillaries》 appeared in Inorganic Chemistry. The author of the article were Yuan, Yi; Gnanasekaran, Premkumar; Chen, Yu-Wen; Lee, Gene-Hsiang; Ni, Shao-Fei; Lee, Chun-Sing; Chi, Yun. The article conveys some information:

Synthesis of the multidentate coordinated chelate N3C-H2, composed of a linked functional pyridyl pyrazole fragment plus a peripheral Ph and pyridyl unit, was obtained using a multistep protocol. Preparation of Ir(III) metal complexes bearing a N3C chelate in the tridentate (κ3), tetradentate (κ4), and pentadentate (κ5) modes was executed en route from two nonemissive dimer intermediates [Ir(κ3-N3CH)Cl2]2 (1) and [Ir(κ4-N3C)Cl]2 (2). Next, a series of mononuclear Ir(III) complexes with the formulas [Ir(κ4-N3C)Cl(py)] (3), [Ir(κ4-N3C)Cl(dmap)] (4), [Ir(κ4-N3C)Cl(mpzH)] (5), and [Ir(κ4-N3C)Cl(dmpzH)] (6), as well as diiridium complexes [Ir2(κ5-N3C)(mpz)2(CO)(H)2] (7) and [Ir2(κ5-N3C)(dmpz)2(CO)(H)2] (8), were obtained upon treatment of dimer 2 with pyridine (py), 4-dimethylaminopyridine (dmap), 4-methylpyrazole (mpzH), and 3,5-dimethylpyrazole (dmpzH), resp. These Ir(III) metal complexes were identified using spectroscopic methods and by x-ray crystallog. anal. of representative derivatives 3, 5, and 7. Their photophys. and electrochem. properties were investigated and confirmed by the theor. simulations. Notably, green-emitting organic light-emitting diode (OLED) on the basis of Ir(III) complex 7 gives a maximum external quantum efficiency up to 25.1%. This result sheds light on the enormous potential of this tetradentate coordinated chelate in the development of highly efficient iridium complexes for OLED applications. Preparation of Ir(III) complexes bearing tailor-made multidentate N3C chelate are reported, from which a green-emitting OLED with a maximum EQE of 25.1% was successfully fabricated using diiridium complex 7. The experimental process involved the reaction of 2,6-Dibromopyridine(cas: 626-05-1HPLC of Formula: 626-05-1)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. HPLC of Formula: 626-05-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Formula: C6H4BrNOIn 2020 ,《One-pot copper-catalyzed three-component reaction: a modular approach to functionalized 2-quinolones》 appeared in RSC Advances. The author of the article were Kim, Ah Reum; Lim, Hee Nam. The article conveys some information:

A copper-catalyzed three-component annulation for the synthesis of functionalized 2-quinolones was developed. Three reactions including an SN2, a Knoevenagel, and finally C-N bond formation are involved in the designed cascade reaction using 2-bromoacylarenes, 2-iodoacetamide, and nucleophiles as the three components. A new catalytic system was discovered during the study and this modular approach is highly efficient to access functionalized 2-quinolone derivatives, compatible with a broad range of functional groups, scalable, and step-economic. Further derivatization of the obtained product demonstrates the synthetic utility of this method. In addition to this study using 2-Bromonicotinaldehyde, there are many other studies that have used 2-Bromonicotinaldehyde(cas: 128071-75-0Formula: C6H4BrNO) was used in this study.

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Formula: C6H4BrNO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Product Details of 1539-42-0In 2021 ,《Strategic Evaluation of the Traceless Staudinger Ligation for Radiolabeling with the Tricarbonyl Core》 appeared in Molecules. The author of the article were Mamat, Constantin; Jentschel, Christian; Koeckerling, Martin; Steinbach, Joerg. The article conveys some information:

The traceless Staudinger ligation with its two variants is a powerful biorthogonal conjugation method not only for the connection of biomols., but also for the introduction of fluorescence- or radiolabels under mild reaction conditions. Herein, the strategic evaluation of the traceless Staudinger ligation for radiolabeling 99mTc using the fac-[Tc(CO)3]+ core is presented. A convenient and high-yielding three-step synthetic procedure of dipicolylamine-based phosphanols as ligands for the mild radiolabeling was developed. The labeling was accomplished using a tricarbonyl kit and a 99mTc-pertechnetate generator eluate showing 87% radiochem. conversion. The resp. rhenium-based, non-radioactive reference compounds were synthesized using (Et4N)2[Re(CO)3Br3] as precursor. All products were analyzed by NMR, MS, and elemental anal. Addnl. XRD analyses were performed. In addition to this study using Bis(pyridin-2-ylmethyl)amine, there are many other studies that have used Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Product Details of 1539-42-0) was used in this study.

Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. The compound is a tridentate ligand in coordination chemistry and commonly used to produce Zn-based chemosensors/probes, such as Zinpry.Product Details of 1539-42-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of C5H6BNO2In 2022 ,《Synthesis, photophysical and nonlinear optical properties of push-pull tetrazoles》 was published in RSC Advances. The article was written by West, Anna-Kay; Kaylor, Lukas J.; Subir, Mahamud; Rayat, Sundeep. The article contains the following contents:

A 2,5-disubstituted tetrazoles I [Ar = 3-pyridyl, Ph, 2-(dibenzo[b,d]furan-4-yl), 4-(N,N-diphenylamino)phenyl], were synthesized by copper-catalyzed aerobic C-N coupling of p-nitrophenyl tetrazole with appropriately substituted aryl boronic acids. The absorption and emission spectra of compounds I showed minimal dependence on the polarity of the solvent; however, in the case of compound I [Ar = 4-(N,N-diphenylamino)phenyl] a blue shift was noted in the longest absorption band (λ1) as the polarity increased. The fluorescence intensity of the title compounds was found to be solvent-dependent; however, no apparent correlation to solvent polarity could be established. The absorption and emission characteristics of compounds I were also influenced by the nature of the substituent as compound I [Ar = 4-(N,N-diphenylamino)phenyl], displayed a significant red shifted absorption (λ1) as well as emission (λem) bands compared to other compounds Time dependent d. functional calculations (CAM-B3LYP/6-311++G**) revealed that the longest wavelength band (λ1) was associated with an intramol. charge transfer (ICT) from HOMO/HOMO-1/HOMO-2 → LUMO/LUMO+1 in these mols. The first hyperpolarizability values, βHRS, of compounds I were measured using the solution-based hyper-Rayleigh scattering technique using a femtosecond Ti:Sapphire laser and the highest NLO activity was measured for compound I [Ar = 4-(N,N-diphenylamino)phenyl] with the greatest push-pull characteristics. A strong correlation was observed between the calculated hyperpolarizability (βtot) and exptl. measured values (βHRS). In the part of experimental materials, we found many familiar compounds, such as Pyridin-3-ylboronic acid(cas: 1692-25-7Synthetic Route of C5H6BNO2)

Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Synthetic Route of C5H6BNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Quality Control of 5-Bromo-2-chloropyridineIn 2022 ,《Tandem Synthesis of 1,2,3-Thiadiazoles with 3,4-Dichloroisothiazoles and Hydrazines under External Oxidant- and Sulfur-free Conditions》 was published in Organic Letters. The article was written by Zhang, Yue; Li, Kun; Gao, Wei; Liu, Xiaoyu; Yuan, Haolin; Tang, Liangfu; Fan, Zhijin. The article contains the following contents:

1,2,3-Thiadiazoles are among the most important heterocyclic motifs with wide applications in natural products and medicinal chem. Herein, authors disclosed a tandem reaction for the synthesis of structurally diverse 1,2,3-thiadiazoles from 3,4-dichloroisothiazol-5-ketones and hydrazines. This method is characterized by free of external oxidants or sulfur requirements, mild reaction conditions, broad substrate scope and easy purification5-Bromo-2-chloropyridine(cas: 53939-30-3Quality Control of 5-Bromo-2-chloropyridine) was used in this study.

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Quality Control of 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Ruthenium Tris(bipyridine)-Centered Linear and Star-Shaped Polystyrenes: Making Atom Transfer Radical Polymerization and Metal Complex Initiators Compatible》 was written by Wu, Xufeng; Collins, James E.; McAlvin, John E.; Cutts, Russell W.; Fraser, Cassandra L.. Electric Literature of C12H10Cl2N2 And the article was included in Macromolecules on April 24 ,2001. The article conveys some information:

The ligand derivative, 4,4′-bis(chloromethyl)-2,2′-bipyridine (bpy(CH2Cl)2), and Ru(II) complexes with 2, 4, or 6 pendant halomethyl groups were employed as initiators in the atom transfer radical polymerization (ATRP) of styrene to produce linear and star polymers with ligands and chromophores at discrete positions in the polymer architectures. With the metalloinitiators, [Ru(bpy)n{bpy(CH2Cl)2}3-n](PF6)2 (n = 0, 1, 2), styrene polymerizations were run in bulk monomer, as well as in the presence of small amounts of anisole (14% volume/volume vs styrene), employing either CuCl/2bpy(C13H27)2 or CuBr/1,1,4,7,10,10-hexamethyltriethylenetetraamine (HMTETA) as the ATRP catalyst. Kinetics experiments were performed to determine the level of mol. weight control that is attainable in these polymerizations With the former catalyst and when anisole is added, reactions exhibited increased control for the metalloinitiators and ligand initiators. Since the dicationic metalloinitiators exhibited limited solubility, which correlated with poor initiation, attempts were made to improve the compatibility of metalloreagents in the nonpolar ATRP medium. Di- and tetrafunctional metalloinitiators modified with alkyl chains, [Ru{bpy(C13H27)2}n{bpy(CH2Cl)2}3-n](PF6)2 (n = 1, 2), displayed improved initiation and mol. weights closer to targeted values. However, attempts to improve the solubility of the homoleptic complex, [Ru{bpy(CH2Cl)2}3](PF6)2 by substituting a BAr’4- counterion for PF6- did not enhance mol. weight control. The use of DMF, a more polar solvent, in place of anisole did increase solubility of the hexafunctional initiator; at low monomer conversion, polydispersities were lower in DMF vs anisole. Polymers were characterized by gel permeation chromatog. (GPC) with refractive index (RI) and multiangle laser light scattering (MALLS) detection, by UV/vis spectroscopy to confirm the covalent attachment of Ru(II) chromophores to polystyrene chains, and by modulated differential scanning calorimetry (MDSC). After reading the article, we found that the author used 4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4Electric Literature of C12H10Cl2N2)

4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Electric Literature of C12H10Cl2N2The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Computed Properties of C12H10Cl2N2On May 30, 2000, Wu, Xufeng; Fraser, Cassandra L. published an article in Macromolecules. The article was 《Architectural Diversity via Metal Template-Assisted Polymer Synthesis: A Macroligand Chelation Approach to Linear and Star-Shaped Polymeric Ruthenium Tris(bipyridine) Complexes》. The article mentions the following:

Polymeric metal complexes were constructed by combining living polymerization techniques with coordination chem. These metal-centered linear and star-shaped materials combine the film-forming properties of polymers with optical and other features of metal complexes. A metal template approach offers a versatile alternative to the metallo-initiator method previously employed to generate Ru tris(bipyridine)-centered polystyrenes. Specifically, 4,4′-bis(chloromethyl)-2,2′-bipyridine and 4-chloromethyl-2,2′-bipyridine were utilized as initiators for both the bulk and solution polymerization of styrene using atom transfer radical polymerization (ATRP). Narrow dispersity polystyrenes with bipyridine (bpy) binding sites at the end (bpyPS) or center (bpyPS2) of the chains result. These bpyPSn macroligands were chelated to Ru precursor complexes, RuL2Cl2 (L = bpy, phen) or Ru(DMSO)4Cl2, to form complexes with one or three bpyPSn macroligands, resp. Linear polymers, [RuL2(bpyPSn)]2+, with Ru chromophores at the end or center of the chains, and Ru-centered star-shaped polymers, [Ru(bpyPSn)3]2+, with three and six arms were produced. In all cases, dehalogenation with AgPF6 was crucial for efficient macroligand chelation. The relative efficiency of these reactions was estimated by UV/vis spectroscopy. Mol. weight determination by GPC was coupled with in-line diode array UV/vis spectroscopy to confirm the presence of the Ru chromophores in the eluting polymer fractions. The convergent macroligand chelation approach to star-shaped polymeric metal complexes typically works best for polymers of low to moderate mol. weights (<∼65K), with higher mol. weights possible for systems with a single macroligand coordinated. Specific mol. weight thresholds encountered are determined by the number of macroligands, the position of the bpy on the polystyrene chain, and the total number of arms emanating from the metal core. In the part of experimental materials, we found many familiar compounds, such as 4,4'-Bis(chloromethyl)-2,2'-bipyridine(cas: 138219-98-4Computed Properties of C12H10Cl2N2)

4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Computed Properties of C12H10Cl2N2 Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem