Tag: 100-200

Electric Literature of C5H6BNO2In 2022 ,《Solvent and Counteranion Assisted Dynamic Self-Assembly of Molecular Triangles and Tetrahedral Cages》 was published in Inorganic Chemistry. The article was written by Kumar, Atul; Banerjee, Ranit; Zangrando, Ennio; Mukherjee, Partha Sarathi. The article contains the following contents:

Self-assembly of naked PdII ions sep. with newly designed bis(3-pyridyl)benzothiadiazole (L1) and bis(3-pyridyl)thiazolo[5,4-d]thiazole (L2) donors sep., under varying exptl. conditions, yielded Pd4L8 (L = L1 or L2) tetrahedral cages and their homologous Pd3L6 (L = L1 or L2) double-walled triangular macrocycles. The resulting assemblies exhibited solvent, temperature, and counteranion induced dynamic equilibrium Treatment of L1 with Pd(BF4)2 in acetonitrile (ACN) resulted in selective formation of a tetrahedral cage [Pd4(L1)8](BF4)8 (1a), which is in dynamic equilibrium with its homolog triangle [Pd3(L1)6](BF4)6 (2a) in DMSO. However, similar self-assembly using L2 instead of L1 yielded an equilibrium mixture of tetrahedral cage [Pd4(L2)8](BF4)8 (3a) and triangle [Pd3(L2)6](BF4)6 (4a) forms in both ACN and DMSO. The assembles were characterized by multinuclear NMR and ESI-MS while the structure of the tetrahedral cage (1a) was determined by single crystal x-ray diffraction. Existence of a dynamic equilibrium between the assemblies in solution was studied via variable temperature 1H NMR. The equilibrium constant K = ([Pd4L8]3/[Pd3L6]4) was calculated at each exptl. temperature and fitted with the Van’t Hoff equation to determine the standard enthalpy (ΔH°) and entropy (ΔS°) associated with the interconversion of the double-walled triangle to tetrahedral cage. The thermodn. feasibility of structural interconversion was analyzed from the change in ΔG°, which suggests favorable conversion of Pd3L6 triangle to Pd4L8 cage at elevated temperature for L1 in DMSO and L2 in ACN. Similar self-assembly reactions of L1 and L2 with Pd(NO3)2 instead of Pd(BF4)2 resulted in selective formation of a tetrahedral cage [Pd4(L1)8](NO3)8 (1b) and double-walled triangle [Pd3(L2)6](NO3)6 (4b), resp. In the part of experimental materials, we found many familiar compounds, such as Pyridin-3-ylboronic acid(cas: 1692-25-7Electric Literature of C5H6BNO2)

Pyridin-3-ylboronic acid(cas: 1692-25-7) 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. Electric Literature of C5H6BNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 128071-75-0In 2020 ,《Selective Insertion of Alkynes into C-C σ Bonds of Indolin-2-ones: Transition-Metal-Free Ring Expansion Reactions to Seven-Membered-Ring Benzolactams or Chromone Derivatives》 was published in Organic Letters. The article was written by Wang, Mengdan; Yang, Yajie; Song, Bo; Yin, Liqiang; Yan, Shuhui; Li, Yanzhong. The article contains the following contents:

An unprecedented ring expansion reaction of indolin-2-ones with alkynyl ketones under transition-metal-free conditions has been developed. Base-promoted selective cleavage of a C-C σ bond of the amide is the key in this process, which provides a straightforward and efficient way to synthesize seven-membered-ring benzolactams or chromone derivatives The significant advantages of this method include readily accessible starting materials, wide scope and functional group tolerance, and high atom economy. In the experimental materials used by the author, we found 2-Bromonicotinaldehyde(cas: 128071-75-0Related Products of 128071-75-0)

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. Related Products of 128071-75-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Safety of 2-(2-Hydroxyethyl)pyridineIn 2018 ,《Preparation of the Ru3(CO)8-pyridine-alcohol cluster and its use for the selective catalytic transformation of primary to secondary amines》 appeared in Dalton Transactions. The author of the article were Singh, Ajeet; Mobin, Shaikh M.; Mathur, Pradeep. The article conveys some information:

The synthesis of pyridine alc. based ruthenium carbonyl clusters Ru3(hep)2(CO)8 , Ru3(hpp)2(CO)8 , and Ru3(bhmp-H)2(CO)8 {hep-H = 2-(2-hydroxyethyl)pyridine, hpp-H = 2-(3-hydroxypropyl)pyridine and bhmp-H2 = 2,6-bis(hydroxymethyl)pyridine} was carried out by the reaction of the corresponding pyridine-alc. ligands with Ru3(CO)12. Clusters Ru3(hep)2(CO)8 , Ru3(hpp)2(CO)8 , and Ru3(bhmp-H)2(CO)8 were characterized using elemental anal., NMR, FTIR, mass spectrometry and single-crystal x-ray structures. The clusters were explored for the selective catalytic transformation of primary amines into secondary amines using alcs. as the mono-alkylating agents via hydrogen transfer reactions. All three display efficient catalytic activity with 1 being the most effective.2-(2-Hydroxyethyl)pyridine(cas: 103-74-2Safety of 2-(2-Hydroxyethyl)pyridine) was used in this study.

2-(2-Hydroxyethyl)pyridine(cas: 103-74-2) 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.Safety of 2-(2-Hydroxyethyl)pyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Biallas, Phillip; Yamazaki, Ken; Dixon, Darren J. published an article in Organic Letters. The title of the article was 《Difluoroalkylation of Tertiary Amides and Lactams by an Iridium-Catalyzed Reductive Reformatsky Reaction》.Recommanded Product: 3510-66-5 The author mentioned the following in the article:

An iridium catalyzed, reductive alkylation of abundant tertiary lactams and amides using 1-2 mol % of Vaska’s complex (IrCl(CO)(PPh3)2), tetramethyldisiloxane (TMDS) and difluoro-Reformatsky reagents (BrZnCF2R) for the general synthesis of medicinally relevant α-difluoroalkylated tertiary amines, is described. A broad scope (42 examples), including N-aryl and N-heteroaryl substituted lactams, demonstrated an excellent functional group tolerance. Furthermore, late-stage drug functionalizations, a gram scale synthesis and common downstream transformations proved the potential synthetic relevance of this new methodol. In the experiment, the researchers used 2-Bromo-5-methylpyridine(cas: 3510-66-5Recommanded Product: 3510-66-5)

2-Bromo-5-methylpyridine(cas: 3510-66-5) 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: 3510-66-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Itagaki, Ren; Takizawa, Shin-ya; Chang, Ho-Chol; Nakada, Akinobu published an article in Dalton Transactions. The title of the article was 《Light-induced electron transfer/phase migration of a redox mediator for photocatalytic C-C coupling in a biphasic solution》.Synthetic Route of C12H12N2 The author mentioned the following in the article:

Photocatalytic mol. conversions that lead to value-added chems. are of considerable interest. To achieve highly efficient photocatalytic reactions, it is equally important as it is challenging to construct systems that enable effective charge separation Here, we demonstrate that the rational construction of a biphasic solution system with a ferrocenium/ferrocene (Fc+/Fc) redox couple enables efficient photocatalysis by spatial charge separation using the liquid-liquid interface. In a single-phase system, exposure of a 1,2-dichloroethane (DCE) solution containing a Ru(II)- or Ir(III)-based photosensitizer, Fc, and benzyl bromide (Bn-Br) to visible-light irradiation failed to generate any product. However, the photolysis in a H2O/DCE biphasic solution, where the compounds are initially distributed in the DCE phase, facilitated the reductive coupling of Bn-Br to dibenzyl (Bn2) using Fc as an electron donor. The key result of this study is that Fc+, generated by photooxidation of Fc in the DCE phase, migrates to the aqueous phase due to the drastic change in its partition coefficient compared to that of Fc. This liquid-liquid phase migration of the mediator is essential for facilitating the reduction of Bn-Br in the DCE phase as it suppresses backward charge recombination. The co-existence of anions can further modify the driving force of phase migration of Fc+ depending on their hydrophilicity; the best photocatalytic activity was obtained with a turnover frequency of 79.5 h-1 and a quantum efficiency of 0.2% for the formation of Bn2 by adding NBu4+Br- to the biphasic solution This study showcases a potential approach for rectifying electron transfer with suppressed charge recombination to achieve efficient photocatalysis. The experimental part of the paper was very detailed, including the reaction process of 4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6Synthetic Route of C12H12N2)

4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6) is used as a chemical Intermediate. It can be used for the determination of ferrous and cyanide compounds.Synthetic Route of C12H12N2 Furthermore, 4,4′-Dimethyl-2,2′-bipyridine is used in the synthesis of a series of o-phenanthroline-substituted ruthenium(II) complexes.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cao, Liang; Zhao, He; Guan, Rongqing; Jiang, Huanfeng; Dixneuf, Pierre. H.; Zhang, Min published an article in 2021. The article was titled 《Practical iridium-catalyzed direct α-arylation of N-heteroarenes with (hetero)arylboronic acids by H2O-mediated H2 evolution》, and you may find the article in Nature Communications.SDS of cas: 1692-25-7 The information in the text is summarized as follows:

Despite the widespread applications of 2-(hetero)aryl N-heteroarenes in numerous fields of science and technol., universal access to such compounds is hampered due to the lack of a general method for their synthesis. Herein, by a H2O-mediated H2-evolution cross-coupling strategy, an iridium(III)-catalyzed facile method to direct α-arylation of N-heteroarenes with both aryl and heteroaryl boronic acids, proceeding with broad substrate scope and excellent functional compatibility, oxidant and reductant-free conditions, operational simplicity, easy scalability, and no need for prefunctionalization of N-heteroarenes is reported. This method is applicable for structural modification of biomedical mols., and offers a practical route for direct access to 2-(hetero)aryl N-heteroarenes, a class of potential cyclometalated CN̂ ligands and NN̂ bidentate ligands that are difficult to prepare with the existing α-C-H arylation methods, thus filling an important gap in the capabilities of synthetic organic chem. In the experiment, the researchers used Pyridin-3-ylboronic acid(cas: 1692-25-7SDS of cas: 1692-25-7)

Pyridin-3-ylboronic acid(cas: 1692-25-7) 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: 1692-25-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Griffin, Jeremy D.; Vogt, David B.; Du Bois, J.; Sigman, Matthew S. published an article in 2021. The article was titled 《Mechanistic Guidance Leads to Enhanced Site-Selectivity in C-H Oxidation Reactions Catalyzed by Ruthenium bis(Bipyridine) Complexes》, and you may find the article in ACS Catalysis.Product Details of 3510-66-5 The information in the text is summarized as follows:

The development of an operationally simple C-H oxidation protocol using an acid-stable, bis(bipyridine)Ru catalyst is described. Electronic differences remote to the site of C-H functionalization are found to affect product selectivity. Site-selectivity is further influenced by the choice of reaction solvent, with highest levels of 2° methylene oxidation favored in aqueous dichloroacetic acid. A statistical model is detailed that correlates product selectivity outcomes with computational parameters describing the relative “”electron-richness”” of C-H bonds. The results came from multiple reactions, including the reaction of 2-Bromo-5-methylpyridine(cas: 3510-66-5Product Details of 3510-66-5)

2-Bromo-5-methylpyridine(cas: 3510-66-5) 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.Product Details of 3510-66-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Singh, Anshu; Maji, Ankur; Joshi, Mayank; Choudhury, Angshuman R.; Ghosh, Kaushik published their research in Dalton Transactions in 2021. The article was titled 《Designed pincer ligand supported Co(II)-based catalysts for dehydrogenative activation of alcohols: Studies on N-alkylation of amines, α-alkylation of ketones and synthesis of quinolines》.Related Products of 1122-54-9 The article contains the following contents:

Base-metal catalysts Co1, Co2 and Co3 were synthesized from designed pincer ligands L1, L2 and L3 having NNN donor atoms, resp. Co1, Co2 and Co3 were characterized by IR, UV-visible and ESI-MS spectroscopic studies. Single crystal x-ray diffraction studies were studied to authenticate the mol. structures of Co1 and Co3. Catalysts Co1, Co2 and Co3 were used to study the dehydrogenative activation of alcs. for N-alkylation of amines, α-alkylation of ketones and synthesis of quinolines. Under optimized reaction conditions, a broad range of substrates including alcs., anilines and ketones were exploited. Control experiments for N-alkylation of amines, α-alkylation of ketones and synthesis of quinolines were examined to understand the reaction pathway. ESI-MS spectral studies were studied to characterize Co-alkoxide and Co-hydride intermediates. Reduction of styrene by evolved H gas during the reaction was studied to authenticate the dehydrogenative nature of the catalysts. Probable reaction pathways are proposed for N-alkylation of amines, α-alkylation of ketones and synthesis of quinolines from control experiments and detection of reaction intermediates. In the experimental materials used by the author, we found 4-Acetylpyridine(cas: 1122-54-9Related Products of 1122-54-9)

4-Acetylpyridine(cas: 1122-54-9) 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. Related Products of 1122-54-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Tomas, Federico M. A.; Peyrot, Analia M.; Fagalde, Florencia published their research in Polyhedron in 2021. The article was titled 《Synthesis, spectroscopic characterization and theoretical studies of polypyridine homoleptic Cu (I) complexes》.Computed Properties of C12H12N2 The article contains the following contents:

The authors focus on the synthesis and physicochem. characterization of four mononuclear copper(I) complexes with π-conjugated ligands substituted by Me groups of formulas [CuL2]+ with L = dmb, dmp, tmp and phen (dmb = 4,4′-dimethyl-2,2′-bipyridine; dmp = 5,6-dimethyl-1,10- phenanthroline; tmp = 3,4,7,8-tetramethyl-1,10-phenanthroline and phen = 1,10-phenanthroline). By TD-DFT it was possible to discuss and rationalize the geometry of the complexes and the origin of metal-to-ligand charge transfer in a square-planar distortion state. In the part of experimental materials, we found many familiar compounds, such as 4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6Computed Properties of C12H12N2)

4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6) is used as a chemical Intermediate. It can be used for the determination of ferrous and cyanide compounds.Computed Properties of C12H12N2 Furthermore, 4,4′-Dimethyl-2,2′-bipyridine is used in the synthesis of a series of o-phenanthroline-substituted ruthenium(II) complexes.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ponpao, Nipaphorn; Senapak, Warapong; Saeeng, Rungnapha; Jaratjaroonphong, Jaray; Sirion, Uthaiwan published their research in RSC Advances in 2021. The article was titled 《Metal- and solvent-free synthesis of aniline- and phenol-based triarylmethanes via Bronsted acidic ionic liquid catalyzed Friedel-Crafts reaction》.Synthetic Route of C6H4BrNO The article contains the following contents:

A beneficial, scalable and efficient methodol. for the synthesis of aniline-based triarylmethanes was established through the double Friedel-Crafts reaction of com. aldehydes and primary, secondary or tertiary anilines using Bronsted acidic ionic liquid as a powerful catalyst, namely [bsmim][NTf2] (4-sulfono-1-butylmethylimidazolium trifluoromethanesulfonimide). This protocol was successfully performed under metal- and solvent-free conditions with a broad range of substrates, giving the corresponding aniline-based triarylmethane products in good to excellent yields (up to 99%). In addition, alternative aromatic nucleophiles such as phenols and electron-rich arenes were also studied using this useful approach to achieve a diversity of triarylmethane derivatives in high to excellent yields. The results came from multiple reactions, including the reaction of 2-Bromonicotinaldehyde(cas: 128071-75-0Synthetic Route of C6H4BrNO)

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.Synthetic Route of C6H4BrNO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem