Month: November 2022

Yen-Pon, Expedite; Buttard, Floris; Frederic, Lucas; Thuery, Pierre; Taran, Frederic; Pieters, Gregory; Champagne, Pier Alexandre; Audisio, Davide published an article in 2021. The article was titled 《Heterohelicenes through 1,3-Dipolar Cycloaddition of Sydnones with Arynes: Synthesis, Origins of Selectivity, and Application to pH-Triggered Chiroptical Switch with CPL Sign Reversal》, and you may find the article in JACS Au.SDS of cas: 128071-75-0 The information in the text is summarized as follows:

Regioselective access to heterohelicenes through the 1,3-dipolar cycloaddition of sydnones with arynes was described. Novel access to sydnones and poly(hetero)aromatic aryne precursors allowed the introduction of chem. diversity over multiple positions of the helical scaffolds. The origins of the unconventional regioselectivity during the cycloaddition steps was systematically investigated using d. functional theory (DFT) calculations, unveiling the key features that control this reactivity, namely, face-to-face (π···π) or edge-to-face (C-H···π) interactions, primary orbital interactions and distortion from coplanarity in the transition structures (TSs) of the transformation. From the library of 24 derivatives synthesized, a pyridyl containing derivative displayed reversible, red-shifted, pH-triggered chiroptical switching properties, with CPL-sign reversal. It was found that protonation of the helicene causes a change of the angle between the elec. and magnetic dipole moments related to the S1 → S0 transition, resulting in this rare case of reversible CPL sign inversion upon application of an external stimulus.2-Bromonicotinaldehyde(cas: 128071-75-0SDS of cas: 128071-75-0) was used in this study.

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. SDS of cas: 128071-75-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yilmaz, Cemile; Gokmen, Vural published an article in 2021. The article was titled 《Formation of amino acid derivatives in white and red wines during fermentation: Effects of non-Saccharomyces yeasts and Oenococcus oeni》, and you may find the article in Food Chemistry.Application In Synthesis of Picolinic acid The information in the text is summarized as follows:

This study aimed to investigate the effect of com. non-Saccharomyces yeasts and Oenococcus oeni on the formation of amino acid derivatives, some of which have neuroactive properties, during fermentation in laboratory-scale processing of white and red wines. Changes in the content of amino acid derivatives during fermentation of large-scale white and red wines were also evaluated. The highest kynurenic, picolinic, and quinolinic acid concentrations were observed in white wine fermented with Torulaspora delbrueckii, Kluyveromyces thermotolerans and Saccharomyces cerevisiae simultaneously. No changes in the content of picolinic and kynurenic acid were observed during large-scale white wine fermentation Tryptophan Et ester concentration in all wines increased significantly during alc. fermentation Natural and O. oeni malolactic fermentation did not alter the content of picolinic acid, a neuroprotective compound, in red wine. The decrease in the content of tyramine, phenylethylamine, and dopamine in laboratory-scale white wines was observed during alc. fermentation The results came from multiple reactions, including the reaction of Picolinic acid(cas: 98-98-6Application In Synthesis of Picolinic acid)

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.Application In Synthesis of Picolinic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Yu, Hao; Lin, Yu-Diao; Liu, Zheng-Yi; Sun, Yan-Qiong; Zheng, Shou-Tian published an article in Inorganic Chemistry. The title of the article was 《A Three-Dimensional (3D) Indium-Containing Polyoxoniobate Framework Based on {In5Nb71}n Helical Pillars》.Computed Properties of C5H6BNO2 The author mentioned the following in the article:

A rare 3D indium-containing polyoxoniobate framework {H9[Cu(en)2(H2O)2][Cu(en)2]12[In(en)]5[Nb23-O65(OH)3(H2O)2]}{Nb24O67(OH)2(H2O)3}2·68H2O (1), based on the In-containing polyoxoniobate cluster, {[In(en)]5[Nb23O65(OH)3(H2O)2][Nb24O67(OH)2(H2O)3]2}35- ({In5Nb71}) and [Cu(en)2]2+ linkers was successfully synthesized. The nest-like cluster {In5Nb71} is constructed from one brand-new V-shaped {Nb23O70}, two triangle-shaped {Nb24O72} and five [In(en)]3+. The [In(en)] fragments link {Nb24O72} and {Nb23O70} units into unique {In5Nb71}n helical pillars. The copper-amine complexes connect the {In5Nb71}n helical pillars into a three-dimensional (3D) inorganic-organic hybrid In-Cu-containing framework. This material also exhibits good ionic conductivity and vapor adsorption capacity properties.Pyridin-3-ylboronic acid(cas: 1692-25-7Computed Properties of C5H6BNO2) was used in this study.

Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. Computed Properties of C5H6BNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Hua, Manli; Song, Jinliang; Huang, Xin; Fan, Honglei; Wu, Tianbin; Meng, Qinglei; Zhang, Zhanrong; Han, Buxing published an article in Chemical Science. The title of the article was 《Highly efficient C(CO)-C(alkyl) bond cleavage in ketones to access esters over ultrathin N-doped carbon nanosheets》.Name: 4-Acetylpyridine The author mentioned the following in the article:

A series of porous and ultrathin N-doped carbon nanosheets (denoted as CN-X, where X represents the pyrolysis temperature) as heterogeneous metal-free catalysts was reported. It was observed that the fabricated CN-800 could efficiently catalyze the oxidative cleavage of the C(CO)-C bond in various ketones RC(O)CH3 [R = Ph, naphthalen-1-yl, thiophen-2-yl, pyridin-4-yl, etc.] to generate the corresponding Me esters RC(O)OCH3 at 130°C without using any addnl. base. Detailed investigations revealed that the higher content and electron d. of the graphitic-N species contributed to the excellent performance of CN-800. The high surface area affording active sites that are more easily accessed, could also enhance the catalytic activity. The catalysts have great potential for practical applications because of some obvious advantages, such as low cost, neutral reaction conditions, heterogeneous nature, high efficiency, and broad ketone scope. This is the first work on efficient synthesis of Me esters via oxidative esterification of ketones over heterogeneous metal-free catalysts. After reading the article, we found that the author used 4-Acetylpyridine(cas: 1122-54-9Name: 4-Acetylpyridine)

4-Acetylpyridine(cas: 1122-54-9) belongs to pyridine. Pyridine is a relatively complex molecule and exhibits a number of different bands in IR spectra. Among others, the bands characterizing the ν8a and ν19b modes have been found to be sensitive to the coordination or protonation of the molecule. Note that the band that is diagnostic for the PyH+ ion at about 1545 cm− 1 (ν19b mode) does not overlap with any of the other bands.Name: 4-Acetylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Krah, Sabrina; Kachel, Iris; Trapp, Oliver published an article in ChemCatChem. The title of the article was 《Electron-Rich Silicon Containing Phosphinanes for Rapid Pd-Catalyzed C-X Coupling Reactions》.Electric Literature of C5H6BNO2 The author mentioned the following in the article:

Novel silicon-containing phosphine, 4,1-phosphasilinane 2-TripC6H4P(CH2CH2)2SiMe2 (SabPhos, Trip = 2,4,6-iPr3C6H2) was prepared as a ligand for palladium-catalyzed coupling reactions. Palladium-catalyzed cross-coupling reactions are among the most useful and efficient methods for direct access to complex structures in organic synthesis. However, heteroatom-containing compounds can complicate such coupling reactions due to their competitive coordination with the palladium catalyst and electronic effects. As a result, good yields are often only obtained under harsher reaction conditions, such as high temperatures and long reaction times. Here the design of a highly active phosphine ligand is reported that provides excellent yields for C-N coupling reactions at ambient temperature Incorporation of the phosphorus atom into a cyclohexane ring maintains the pyramidal structure of the phosphorus while reducing steric hindrance. This, and a silicon atom in the cyclohexane moiety, results in an electron-rich phosphinane ligand. This novel silicon containing SabPhos ligand can be obtained in excellent yields in a straightforward synthesis. In palladium catalyzed reactions, this ligand facilitates the coupling of a broad range of heteroaryl chlorides via C-C bonds with boronic acids and C-N bonds with secondary amines in excellent yields under mild conditions. In the experiment, the researchers used 2-Pyridinylboronic acid(cas: 197958-29-5Electric Literature of C5H6BNO2)

2-Pyridinylboronic acid(cas: 197958-29-5) belongs to pyridine. Pyridine derivatives lend themselves to many roles in the spirited field of supramolecular chemistry – whether as the ligand backbone of metal-organic polymers or presiding over the key electronic stations of nanodevices. In biochemistry, pyridine-containing cofactors are necessary nutrients on which our lives depend. Electric Literature of C5H6BNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application In Synthesis of 2,6-DibromopyridineIn 2021 ,《Deoxygenative coupling of 2-aryl-ethanols catalyzed by unsymmetrical pyrazolyl-pyridinyl-triazole ruthenium》 appeared in Molecular Catalysis. The author of the article were Cao, Fei; Duan, Zheng-Chao; Zhu, Haiyan; Wang, Dawei. The article conveys some information:

A pyrazolyl-pyridinyl-triazole Ru complex was synthesized from unsym. pyrazolyl-pyridinyl-triazole (PPT) skeleton ligand and characterized through X-ray crystallog. The corresponding heterogeneous pyrazolyl-pyridinyl-triazole Ru complexes on γ-Al2O3 were characterized through SEM, TEM, XRD and XPS. Both homogeneous and heterogeneous Ru catalysts revealed high activity for deoxygenative homocoupling of 2-arylethanols to obtain arylalkenes RCH=CHCH2R [R = Ph, 4-FC6H4, 2-thienyl, etc.]. In the experimental materials used by the author, we found 2,6-Dibromopyridine(cas: 626-05-1Application In Synthesis of 2,6-Dibromopyridine)

2,6-Dibromopyridine(cas: 626-05-1) 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.Application In Synthesis of 2,6-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 53939-30-3In 2015 ,《Modular, Concise, and Efficient Synthesis of Highly Functionalized 5-Fluoropyridazines by a [2 + 1]/[3 + 2]-Cycloaddition Sequence》 appeared in Organic Letters. The author of the article were Tran, Gael; Gomez Pardo, Domingo; Tsuchiya, Tomoki; Hillebrand, Stefan; Vors, Jean-Pierre; Cossy, Janine. The article conveys some information:

An easy access to 5-fluoropyridazines by a [2+1]/[3+2]-cycloaddition sequence between terminal alkynes, a difluorocarbene, and a diazo compound is reported. This approach does not necessitate the isolation of any intermediates, and a wide range of novel 5-fluoropyridazines, e.g., I (R1 = Ph, 2-MeOC6H4, cyclopropyl, etc., R2 = Et, PhCH2, Me3C), was synthesized from readily available starting materials. Addnl., these compounds were used as a platform to access novel and highly diversified pyridazines. In the experimental materials used by the author, we found 5-Bromo-2-chloropyridine(cas: 53939-30-3Application of 53939-30-3)

5-Bromo-2-chloropyridine(cas: 53939-30-3) 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.Application of 53939-30-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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