Day: October 19, 2022

In 2019,Journal of Organometallic Chemistry included an article by Ma, Bei-Bei; Lan, Xiao-Bing; Shen, Dong-Sheng; Liu, Feng-Shou; Xu, Chang. Recommanded Product: 5-Bromo-2-chloropyridine. The article was titled 《Direct C-H bond (Hetero)arylation of thiazole derivatives at 5-position catalyzed by N-heterocyclic carbene palladium complexes at low catalyst loadings under aerobic conditions》. The information in the text is summarized as follows:

A highly efficient and practical protocol has been developed for the synthesis of 5-(hetero)arylated thiazole derivatives I [R = pyridin-3-yl, pyrimidin-5-yl, 4-(trifluoromethyl)phenyl, etc.; R1 = H, Me; R2 = H, Me] via an N-heterocyclic carbene palladium (Pd-NHC) complex catalyzed direct C-H arylation reaction. Utilization of this methodol., the arylation of substituted thiazoles I (R = H) with (hetero)aryl bromides RBr efficiently proceeded at low catalyst loading (0.1-0.05 mol%) and under aerobic conditions. A variety of (hetero)aryl bromides, even some strongly deactivated or highly congested (hetero)aryl bromides, with a broad range of functional groups was compatible under the optimal reaction conditions. In all cases, the target products were produced in moderate to quant. yields. After reading the article, we found that the author used 5-Bromo-2-chloropyridine(cas: 53939-30-3Recommanded Product: 5-Bromo-2-chloropyridine)

5-Bromo-2-chloropyridine(cas: 53939-30-3) 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.Recommanded Product: 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Ruthenium-Catalyzed C-H Arylation of 1-Naphthol with Aryl and Heteroaryl Halides》 were Spiewak, Amanda M.; Weix, Daniel J.. And the article was published in Journal of Organic Chemistry in 2019. Name: 5-Bromo-2-chloropyridine The author mentioned the following in the article:

A new, ruthenium-catalyzed method for peri C-H arylation of 1-naphthol with a variety of aryl and heteroaryl halides (iodides, bromides) is reported that overcomes the limitations of previous palladium-catalyzed approaches. Yields for the 21 examples range from 16-99%, with an average of 71%, and the reaction tolerates a variety of functional groups: pyridine, pyrimidine, primary aniline, aldehyde, and ester. In the experimental materials used by the author, we found 5-Bromo-2-chloropyridine(cas: 53939-30-3Name: 5-Bromo-2-chloropyridine)

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Preparation and characterization of PEPPSI-palladium N-heterocyclic carbene complexes using benzimidazolium salts catalyzed Suzuki-Miyaura cross coupling reaction and their antitumor and antimicrobial activities》 were Boubakri, Lamia; Dridi, Khaireddine; Sulaiman Al-Ayed, Abduallah; Ozdemir, Ismail; Yasar, Sedat; Hamdi, Naceur. And the article was published in Journal of Coordination Chemistry in 2019. Reference of 2,6-Dibromopyridine The author mentioned the following in the article:

New palladium complexes were efficiently synthesized from the reaction of benzimidazolium salts 2a-e, potassium carbonate (K2CO3) and palladium chloride (PdCl2) in pyridine (for 3a-e). The catalytic activity of these complexes in a catalytic system including palladium complexes and K2CO3 in DMF-H2O was evaluated in Suzuki-Miyaura cross-coupling reactions of aryl bromides and chlorides with phenylboronic acid. The authors’ novel complexes show excellent catalytic activities with high turnover numbers (TON) and high turnover frequencies (TOF) (e.g. for the Suzuki-Miyaura reaction: TON up to 370 and TOF up to 123.3 h-1). Both benzimidazolium salts 2a-e and complexes 3 were characterized using spectroscopic data and elemental anal. The antimicrobial activity of the N-heterocyclic carbene palladium complexes 3a-e varies with the nature of the ligands. Also, the IC50 values of both, complexes (3a-e) and benzimidazoles 2a-e, were determined The new palladium complexes were screened for their antitumor activity. Complexes 3e and 3d exhibited the highest antitumor effect with IC50 values 6.85 μg/mL against MCF-7 and 10.75 μg/mL against T47D, resp. In addition to this study using 2,6-Dibromopyridine, there are many other studies that have used 2,6-Dibromopyridine(cas: 626-05-1Reference of 2,6-Dibromopyridine) was used in this study.

2,6-Dibromopyridine(cas: 626-05-1) 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.Reference of 2,6-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Bioactive NHC-derived palladium complexes: synthesis, catalytic activity for the Suzuki-Miyaura coupling of aryl chlorides and bromides and their antibacterial activities》 were Boubakri, Lamia; Al-Ayed, Abdullah S.; Mansour, L.; Abutaha, Nael; Harrath, Abdel Halim; Ozdemir, I.; Yasar, S.; Hamdi, Naceur. And the article was published in Journal of Coordination Chemistry in 2019. Product Details of 626-05-1 The author mentioned the following in the article:

Pd(II)-bis(NHC) complexes (NHC = N-heterocyclic carbene) bearing asym. and sym. substituted NHC-ligand were synthesized via deprotonation of 5,6-dimethylbenzimidazolium salts. The NHC precursors were achieved via the two step N-alkylation of 5,6-dimethylbenzimidazole. The resultant salts were deprotonated with PdCl2 and K2CO3 in dry THF for (2a-2e). The obtained complexes were identified and characterized by 1H and 13C NMR, FTIR, DART-TOF mass spectrometry and elemental anal. These new Pd(II)-bis(NHC) complexes were applied as catalyst precursors for Suzuki-Miyaura cross-coupling reactions of aryl bromides and chlorides with phenylboronic acid to afford the corresponding products in good yields. This catalytic reaction was evaluated in the presence of KOtBu/toluene. The antibacterial activities of (2a-2e) were studied against Gram (+)/(-) bacteria using the agar dilution procedure. The antibacterial activities of 2 vary with the nature of the ligands; MIC values of (2a-2e) were determined The results came from multiple reactions, including the reaction of 2,6-Dibromopyridine(cas: 626-05-1Product Details of 626-05-1)

2,6-Dibromopyridine(cas: 626-05-1) 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.Product Details of 626-05-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Roles of Ancillary Chelates and Overall Charges of Bis-tridentate Ir(III) Phosphors for OLED Applications》 was published in ACS Applied Materials & Interfaces in 2020. These research results belong to Hsu, Ling-Yang; Chen, Deng-Gao; Liu, Shih-Hung; Chiu, Ting-Ya; Chang, Chih-Hao; Jen, Alex K.-Y.; Chou, Pi-Tai; Chi, Yun. Computed Properties of C5H3Br2N The article mentions the following:

A series of charge-neutral bis-tridentate Ir(III) complexes (1, 3, and 4) were prepared via employing three distinctive tridentate prochelates, i.e., (pzptBphFO)H2, [(phpyim)H2·(PF6)], and [(pimb)H3·(PF6)2], which possess one dianionic pzptBphFO, together with a second monoanionic tridentate chelate, namely, (pzptBphFO)H, phpyim, and pimb, resp. Moreover, a homoleptic, charge-neutral complex 2 was obtained by methylation of chelating (pzptBphFO)H of 1 in basic media, while closely related cationic complexes 5-7 were obtained by further methylation of the remaining pyrazolate unit of previously mentioned neutral complexes 2-4, followed by anion metatheses. All of these Ir(III) metal complexes showed a broadened emission profile with an onset at ∼450 nm, a result of an enlarged ligand-centered ππ* transition gap, but with distinct efficiencies ranging from 0.8% to nearly unity. Comprehensive spectroscopic and computational approaches were executed, providing a correlation for the emission efficiencies vs. energy gaps and between the metal-to-ligand charge transfer/ππ* emitting excited state and upper-lying metal-centered dd quenching state. Furthermore, Ir(III) complexes 3 and 4 were selected as dopant emitters in the fabrication of sky-blue phosphorescent organic light-emitting diodes, affording maximum external quantum efficiencies of 16.7 and 14.6% with CIEx,y coordinates of (0.214, 0.454) and (0.191, 0.404) at a c.d. of 102 cd/m2, resp. Hence, this research highlights an inherent character of bis-tridentate Ir(III) complexes in achieving high phosphorescence quantum yield at the mol. level. In the experimental materials used by the author, we found 2,6-Dibromopyridine(cas: 626-05-1Computed Properties of C5H3Br2N)

2,6-Dibromopyridine(cas: 626-05-1) 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.Computed Properties of C5H3Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Cu(I)-Catalyzed Ligand-Free Tandem One-Pot or Sequential Annulation via Knoevenagel Intermediates: An Entry into Multifunctional Naphthalenes, Phenanthrenes, Quinolines, and Benzo[b]carbazoles》 was published in Journal of Organic Chemistry in 2020. These research results belong to Sunke, Rajnikanth; Kalyani, Adula; Swamy, K. C. Kumara. Product Details of 128071-75-0 The article mentions the following:

A simple but efficient one-pot or sequential copper-catalyzed protocol using 2-bromoaldehydes and active methylene group containing substrates that affords multifunctional naphthalenes, phenanthrenes, quinolines, and benzo[b]carbazoles via Knoevenagel condensation, C-arylation, and decarboxylation, followed by aromatization, is developed. The reaction utilizes the potential of Knoevenagel intermediates and does not require any ancillary ligand. The phenanthrene products thus obtained show moderate fluorescence activity. Structural elaboration of the products to obtain dihydrobenzoquinazolines is also highlighted. In the experimental materials used by the author, we found 2-Bromonicotinaldehyde(cas: 128071-75-0Product Details of 128071-75-0)

2-Bromonicotinaldehyde(cas: 128071-75-0) 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.Product Details of 128071-75-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《A novel DOTA-like building block with a picolinate arm for the synthesis of lanthanide complex-peptide conjugates with improved luminescence properties》 was published in Journal of Inorganic Biochemistry in 2020. These research results belong to Fremy, Guillaume; Raibaut, Laurent; Cepeda, Celine; Sanson, Marine; Boujut, Margot; Seneque, Olivier. Safety of Picolinic acid The article mentions the following:

Combination of complexes of lanthanide cations (Ln3+) for their luminescent properties and peptides for their recognition properties is interesting in view of designing responsive luminescent probes. The octadentate DOTA (1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid) chelate is the most popular chelate to design Ln3+ complex-peptide conjugates. We describe a novel building block, DO3Apic-tris(allyl)ester, which provides access to peptides with a conjugated nonadentate chelate, namely DO3Apic, featuring a picolinate arm in place of one of the acetate arms compared to DOTA, for improved luminescence properties. This building block, with allyl protecting groups, is readily obtained by solid phase synthesis. We show that it is superior to its analog with tBu protecting groups for the preparation of peptide conjugates because of the difficult removal of the tBu protecting groups for the latter. Then, we compare two luminescent zinc fingers (LZF) comprising (i) a zinc finger peptide for selective Zn2+ binding, (ii) a Eu3+ complex and (iii) an acridone antenna (ACD) for long-wavelength sensitization of Eu3+ luminescence. The first one, LZF3ACD|Eu, incorporates a DOTA chelate for Eu3+ whereas the other, LZF4ACD|Eu, incorporates a DO3Apic chelate. Both act as Zn2+-responsive luminescent probes but we show that changing DOTA for DO3Apic results in a higher Eu3+ luminescence lifetime and in a doubling of the quantum yield, confirming the interest of the DO3Apic chelate and the DO3Apic(tris(allyl)ester building block for the preparation of Ln3+ complex-peptide conjugates. Addnl., the DO3Apic chelate provides self-calibration for LZF4ACD|Eu luminescence upon excitation of its picolinamide chromophore, making LZF4ACD|Eu a ratiometric sensor for Zn2+. In the part of experimental materials, we found many familiar compounds, such as Picolinic acid(cas: 98-98-6Safety of Picolinic acid)

Picolinic acid(cas: 98-98-6) is used in the preparation of 2-Aminodihydro[1,3]thiazines as BACE 2 inhibitors and their preparation and use in the treatment of diabetes.Safety of Picolinic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Biosynthesis of Mycotoxin Fusaric Acid and Application of a PLP-Dependent Enzyme for Chemoenzymatic Synthesis of Substituted L-Pipecolic Acids》 was written by Hai, Yang; Chen, Mengbin; Huang, Arthur; Tang, Yi. Computed Properties of C6H5NO2 And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Fusaric acid (FA) is a known mycotoxin that plays an important role in plant pathol. The biosynthetic gene cluster for FA was identified, but the biosynthetic pathway remains unclarified. Here, the authors elucidated the biosynthesis of FA, which features a two-enzyme catalytic cascade, a pyridoxal 5′-phosphate (PLP)-dependent enzyme (Fub7), and a FMN-dependent oxidase (Fub9) in synthesizing the picolinic acid scaffold. FA biosynthesis also involves an off-line collaboration between a highly reducing polyketide synthase (HRPKS, Fub1) and a nonribosomal peptide synthetase (NRPS)-like carboxylic acid reductase (Fub8) in making an aliphatic α,β-unsaturated aldehyde. By harnessing the stereoselective C-C bond-forming activity of Fub7, the authors established a chemoenzymic route for stereoconvergent synthesis of a series of 5-alkyl-, 5,5-dialkyl-, and 5,5,6-trialkyl-L-pipecolic acids of high diastereomeric ratio. After reading the article, we found that the author used Picolinic acid(cas: 98-98-6Computed Properties of 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.Computed Properties of C6H5NO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《New Radical Borylation Pathways for Organoboron Synthesis Enabled by Photoredox Catalysis》 was written by Qi, Jing; Zhang, Feng-Lian; Jin, Ji-Kang; Zhao, Qiang; Li, Bin; Liu, Lin-Xuan; Wang, Yi-Feng. Safety of 4-Cyanopyridine And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

Radical borylation using N-heterocyclic carbene (NHC)-BH3 complexes as boryl radical precursors has emerged as an important synthetic tool for organoboron assembly. However, the majority of reported methods are limited to reaction modes involving carbo- and/or hydroboration of specific alkenes and alkynes. Moreover, the generation of NHC-boryl radicals relies principally on hydrogen atom abstraction with the aid of radical initiators. A distinct radical generation method is reported, as well as the reaction pathways of NHC-boryl radicals enabled by photoredox catalysis. NHC-boryl radicals are generated via a single-electron oxidation and subsequently undergo cross-coupling with the in-situ-generated radical anions to yield gem-difluoroallylboronates. A photoredox-catalyzed radical arylboration reaction of alkenes was achieved using cyanoarenes as arylating components from which elaborated organoborons were accessed. Mechanistic studies verified the oxidative formation of NHC-boryl radicals through a single-electron-transfer pathway.4-Cyanopyridine(cas: 100-48-1Safety of 4-Cyanopyridine) was used in this study.

4-Cyanopyridine(cas: 100-48-1) 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.Safety of 4-Cyanopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Boejewicz, Daria; Witt, Katarzyna; Kaczorowska, Malgorzata A. published their research in Desalination and Water Treatment in 2021. The article was titled 《The comparison of the removal of copper(II) and zinc(II) ions from aqueous solution using 2,6-diaminopyridine in a polymer inclusion membrane and in a classic solvent extraction》.Product Details of 141-86-6 The article contains the following contents:

In this work, the recovery of copper(II) and zinc(II) ions from aqueous solutions using solvent extraction and polymer inclusion membranes (PIMs) was compared. 2,6-Diaminopyridine was used as an extractant in solvent extraction and as a carrier in PIMs. The characteristic parameters of these two processes were determined The results of all the experiments were processed and, addnl., standard deviations were calculated The percentage of extraction was dependent on the ligand concentration in the organic phase. For solvent extraction, the highest extraction percentage was 83.53% for copper(II) ions and 93.12% for zinc(II) ions. In the case of application of the PIM containing 20 weight% of 2,6-diaminopyridine as a carrier, the highest recovery factor determined after 24 h was 72.81% for copper(II) ions and 93.65% for zinc(II) ions, resp. The stability constants of its complexes of 2,6-diaminopyridine with copper(II) and zinc(II) ions were determined spectrophotometrically. Electrospray ionization high-resolution mass spectrometry was applied for the confirmation of the ability of 2,6-diaminopyridine to form complexes with Cu(II) and Zn(II) ions in solutions and for determination of the elemental composition of these complexes. The experimental process involved the reaction of 2,6-Diaminopyridine(cas: 141-86-6Product Details of 141-86-6)

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.Product Details of 141-86-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem