Day: October 14, 2022

《Self-Assembled Perylene Bisimide-Cored Trigonal Prism as an Electron-Deficient Host for C60 and C70 Driven by “”Like Dissolves Like””》 was written by Chang, Xingmao; Lin, Simin; Wang, Gang; Shang, Congdi; Wang, Zhaolong; Liu, Kaiqiang; Fang, Yu; Stang, Peter J.. Recommanded Product: 4-Ethynylpyridine And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Poor processability of fullerenes is a major remaining drawback for them to be studied monomolecularly and to find real-life applications. One of the strategies to tackle this problem is to encapsulate them within a host, which is however quite often, accompanied by significant alteration of their phys./chem. properties as encountered in chem. modification. To minimize the effect, an electron-deficient entities-based, dissolvable, and fluorescence active supramol. host was designed and constructed via coordination-driven self-assembly of o-tetrapyridyl perylene bisimide (PBI) with cis-(PEt3)2Pt(OTf)2. The trigonal prism 1 possesses a trigonal-prismatic inner cavity with 14.7 Å as the diameter of its inscribed circle. Host-guest chem. investigations revealed that both C60 and C70 could be quant. encapsulated by the host in a 1:1 ratio. Further studies demonstrated that the produced host-guest complex 1⊃C70 is significantly more stable than 1⊃C60, allowing complete transformation of the latter to the former and separation of C70 from its mixture with C60. The fullerenes in the inclusion state could rotate freely within the cavity. Electrochem. and spectroscopy studies disclosed that the encapsulation of the guests shows little effect upon the reduction of the host and its fluorescence properties. Thus, “”like dissolves like”” is believed to be the main driving force for the formation of the host-guest complexes. Moreover, the host and host-guest complexes can be fabricated into monomol. membranes using the conventional Langmuir-Blodgett technique. We propose that these unique host-guest complexes could be used as model ensembles for further studies of the phys./chem. properties of fullerenes in both single mol. and 2D membrane states. In addition, their reversible four-electron reduction property may allow them to find applications in photo/electrocatalysis, organic electronics, etc. In the experiment, the researchers used 4-Ethynylpyridine(cas: 2510-22-7Recommanded Product: 4-Ethynylpyridine)

4-Ethynylpyridine(cas: 2510-22-7) 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: 4-Ethynylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Suzuki, Hirotsugu; Liao, Yumeng; Kawai, Yuya; Matsuda, Takanori published their research in European Journal of Organic Chemistry in 2021. The article was titled 《Rhodium-Catalyzed Additive-Free C-H Ethoxycarbonylation of (Hetero)Arenes with Diethyl Dicarbonate as a CO Surrogate》.Name: 2-Bromo-5-methylpyridine The article contains the following contents:

A rhodium-catalyzed C(sp2)-H ethoxycarbonylation of indoles and arylpyridines using di-Et dicarbonate to form indole-2-carboxylic acid esters such as I [X = CH, N; R1 = H, 4-Me, 5-Cl, etc.] and isophthalates II [R2 = H, 5-Me, 5-Ph, etc.; R3 = H, 5-Me, 4-Me] was developed. The catalytic process featured an additive-free ethoxycarbonylation reaction, in which only ethanol and CO2 were produced as byproducts, providing a CO-free and operationally simple protocol. The introduced ethoxycarbonyl group was easily transformed into other ester and amide functionalities in a single step. Moreover, the reaction could be successfully applied on gram scale, and allowed for the efficient synthesis of indole-2-carboxylic acid esters and isophthalates. The experimental part of the paper was very detailed, including the reaction process of 2-Bromo-5-methylpyridine(cas: 3510-66-5Name: 2-Bromo-5-methylpyridine)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. Name: 2-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Chenhao; Gao, Anthony Z.; Nie, Xin; Ye, Chen-Xi; Ivlev, Sergei I.; Chen, Shuming; Meggers, Eric published their research in Journal of the American Chemical Society in 2021. The article was titled 《Catalytic α-Deracemization of Ketones Enabled by Photoredox Deprotonation and Enantioselective Protonation》.Category: pyridine-derivatives The article contains the following contents:

This study reports the catalytic deracemization of ketones bearing stereocenters in the α-position in a single reaction via deprotonation, followed by enantioselective protonation. The principle of microscopic reversibility, which has previously rendered this strategy elusive, is overcome by a photoredox deprotonation through single electron transfer and subsequent hydrogen atom transfer (HAT). Specifically, the irradiation of racemic pyridyl ketones in the presence of a single photocatalyst and a tertiary amine provides nonracemic carbonyl compounds with up to 97% enantiomeric excess. The photocatalyst harvests the visible light, induces the redox process, and is responsible for the asym. induction, while the amine serves as a single electron donor, HAT reagent, and proton source. This conceptually simple light-driven strategy of coupling a photoredox deprotonation with a stereocontrolled protonation, in conjunction with an enrichment process, serves as a blueprint for other deracemizations of ubiquitous carbonyl compounds In addition to this study using 2-Bromo-5-methylpyridine, there are many other studies that have used 2-Bromo-5-methylpyridine(cas: 3510-66-5Category: pyridine-derivatives) was used in this study.

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Gujral, Gurjeet; Bhasin, K. K.; Gulati, Shivani published their research in Indian Journal of Heterocyclic Chemistry in 2021. The article was titled 《A new synthetic methodology for the preparation 2-Pyridyl anisyl/benzyl selenides: X-Ray Crystal Structure of 2-(4-Methyl pyridyl)tolyl selenide》.Synthetic Route of C5H3Br2N The article contains the following contents:

An effective methodol. for the synthesis of these selenides had been developed by reacting dianisyl/dibenzyl diselenide with substituted/unsubstituted 2-pyridyl halides in the presence of activated magnesium metal, Cu2O, and bipyridyl in DMF at 110°C for 18-20 h. The newly synthesized 2-pyridyl anisyl/benzyl selenides were either viscous liquids or crystalline solids that were stable at room temperature for several months without decomposition These were fully characterized by various spectroscopic techniques, namely, NMR (1H, 13C, and 77Se), IR, and mass spectroscopy. Single-crystal X-ray diffraction study of 2-(4-methylpyridyl) tolyl selenide was carried out to know the structural details of the mol. and well-defined diffraction quality crystals of 2-(4-Me pyridyl)tolyl selenide were obtained by slow evaporation of saturated solution of the compound in hexane-dichloromethane solvent mixture (4:1, volume/volume).2,5-Dibromopyridine(cas: 624-28-2Synthetic Route of C5H3Br2N) was used in this study.

2,5-Dibromopyridine(cas: 624-28-2) 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. Synthetic Route of C5H3Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zheng, Shuyuan; Han, Jianlei; Jin, Xue; Ye, Qiang; Zhou, Jin; Duan, Pengfei; Liu, Minghua published an article in 2021. The article was titled 《Halogen Bonded Chiral Emitters: Generation of Chiral Fractal Architecture with Amplified Circularly Polarized Luminescence》, and you may find the article in Angewandte Chemie, International Edition.Synthetic Route of C7H5N The information in the text is summarized as follows:

Self-assembled chiroptical materials have attracted considerable attention due to their great applications in wide fields. During the chiral self-assembly, it remains unknown how achiral mols. can affect the assembly process and their final chiroptical performance. Herein, the authors report an achiral mol. directed chiral self-assembly via halogen bonds, exhibiting not only an unprecedented chiral fractal architecture but also significantly amplified circularly polarized luminescence (CPL). Two axially chiral emitters with halogen bond sites co-assemble with an achiral 1,4-diiodotetrafluorobenzene (F4DIB) and well-ordered chiral fractal structures with asymmetry amplification are obtained. The enhancement of the dissymmetry factors of the assemblies was ≤0.051 and ≤0.011, which was ∼100 folds than those of the corresponding mols. Both the design of the chiral emitter and the highly directional halogen bond played an important role in hierarchically chirality transfer from chiral emitters to the micrometer scale chiral fractal morphol. and amplified dissymmetry factors. The authors hope that this strategy can give a further insight into the fabrication of structurally unique featured highly efficient chiroptical materials. The experimental part of the paper was very detailed, including the reaction process of 4-Ethynylpyridine(cas: 2510-22-7Synthetic Route of C7H5N)

4-Ethynylpyridine(cas: 2510-22-7) 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. Synthetic Route of C7H5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lai, Miao; Su, Fangyao; Hu, Jingyi; Wang, Mengzhuo; Zhao, Mingqin; Zhang, Ganlin published an article in 2021. The article was titled 《Synthesis of N-heteroarenemethyl esters via C-C bond cleavage of acyl cyanides under transition metal-free conditions》, and you may find the article in Frontiers in Chemistry (Lausanne, Switzerland).Quality Control of 2-(2-Hydroxyethyl)pyridine The information in the text is summarized as follows:

A practical method to synthesize N-heteroaryl esters from N-heteroaryl methanols with acyl cyanides via C-C bond cleavage without using any transition metal is demonstrated here. The use of Na2CO3/15-crown-5 couple enables access to a series of N-heteroaryl esters in high efficiency. This protocol is operationally simple and highly environmentally benign producing only cyanides as byproducts. The results came from multiple reactions, including the reaction of 2-(2-Hydroxyethyl)pyridine(cas: 103-74-2Quality Control of 2-(2-Hydroxyethyl)pyridine)

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Duan, Ying-Chao; Jin, Lin-Feng; Ren, Hong-Mei; Zhang, Shao-Jie; Liu, Yue-Jiao; Xu, Yong-Tao; He, Zi-Hao; Song, Yu; Yuan, Hang; Chen, Shu-Hui; Guan, Yuan-Yuan published an article in 2021. The article was titled 《Design, synthesis, and biological evaluation of novel dual inhibitors targeting lysine specific demethylase 1 (LSD1) and histone deacetylases (HDAC) for treatment of gastric cancer》, and you may find the article in European Journal of Medicinal Chemistry.Safety of Pyridin-3-ylboronic acid The information in the text is summarized as follows:

A series of novel LSD1/HDAC bifunctional inhibitors with a styrylpyridine skeleton I [meta-, para-substituted; X = CH, N; R = H, 3-thienyl, 2-hydroxy-5-fluorophenyl, etc; R1 = H, F], II and III [R2 = H, F; R3 = H, Me, F3C; R4 = H, F, HO, MeO] were designed and synthesized based on our previously reported LSD1 inhibitors. The representative compounds I [para-substituted; X = N; R = 2-hydroxyphenyl, 2-fluoro-4-methylphenyl; R1 = H] showed potent activity against LSD1 and HDAC at both mol. and cellular level and displayed high selectivity against MAO-A/B. Compounds I [para-substituted; X = N; R = 2-hydroxyphenyl, 2-fluoro-4-methylphenyl; R1 = H] demonstrated potent antiproliferative activities against MGC-803 and HCT-116 cancer cell lines. Compound I [para-substituted, X = N, R = 2-fluoro-4-methylphenyl, R1 = H] showed superior in-vitro anticancer potency against a panel of gastric cancer cell lines than ORY-1001 and SP-2509 with IC50 values ranging from 0.23 to 1.56μM. Compounds I [para-substituted; X = N; R = 2-hydroxyphenyl, 2-fluoro-4-methylphenyl; R1 = H] significantly modulated the expression of Bcl-2, Bax, Vimentin, ZO-1 and E-cadherin, induced apoptosis, reduced colony formation and suppressed migration in MGC-803 cancer cells. In addition, preliminary absorption, distribution, metabolism, excretion (ADME) studies revealed that compounds I [para-substituted; X = N; R = 2-hydroxyphenyl, 2-fluoro-4-methylphenyl; R1 = H] showed acceptable metabolic stability in human liver microsomes with minimal inhibition of cytochrome P450s (CYPs). Those results indicated that compound I [para-substituted, X = N, R = 2-fluoro-4-methylphenyl, R1 = H] could be a promising lead compound for further development as a therapeutic agent in gastric cancers via LSD1 and HDAC dual inhibition. In the part of experimental materials, we found many familiar compounds, such as Pyridin-3-ylboronic acid(cas: 1692-25-7Safety of Pyridin-3-ylboronic acid)

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. Safety of Pyridin-3-ylboronic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Khatua, Hillol; Das, Sandip Kumar; Roy, Satyajit; Chattopadhyay, Buddhadeb published an article in 2021. The article was titled 《Dual Reactivity of 1,2,3,4-Tetrazole: Manganese-Catalyzed Click Reaction and Denitrogenative Annulation》, and you may find the article in Angewandte Chemie, International Edition.Formula: C6H6BrN The information in the text is summarized as follows:

A general catalytic method using a Mn-porphyrin-based catalytic system is reported that enables two different reactions (click reaction and denitrogenative annulation) and affords two different classes of nitrogen heterocycles, 1,5-disubstituted 1,2,3-triazoles (with a pyridyl motif) and 1,2,4-triazolo-pyridines. Mechanistic studies suggest that although the click reaction likely proceeds through an ionic mechanism, which is different from the traditional click reaction, the denitrogenative annulation reaction likely proceeds via an electrophilic metallonitrene intermediate rather than a metalloradical intermediate. Collectively, this method is highly efficient and offers several advantages over other methods. For example, this method excludes a multi-step synthesis of the N-heterocyclic mols. described and produces only environmentally benign N2 gas a byproduct. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-methylpyridine(cas: 3510-66-5Formula: C6H6BrN)

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.Formula: C6H6BrN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Tarzia, Andrew; Lewis, James E. M.; Jelfs, Kim E. published an article in 2021. The article was titled 《High-Throughput Computational Evaluation of Low Symmetry Pd2L4 Cages to Aid in System Design》, and you may find the article in Angewandte Chemie, International Edition.Recommanded Product: 1692-25-7 The information in the text is summarized as follows:

Unsym. ditopic ligands can self-assemble into reduced-symmetry Pd2L4 metallo-cages with anisotropic cavities, with implications for high specificity and affinity guest-binding. Mixtures of cage isomers can form, however, resulting in undesirable system heterogeneity. It is paramount to be able to design components that preferentially form a single isomer. Previous data suggested that computational methods could predict with reasonable accuracy whether unsym. ligands would preferentially self-assemble into single cage isomers under constraints of geometrical mismatch. Authors successfully apply a collaborative computational and exptl. workflow to mitigate costly trial-and-error synthetic approaches. Their rapid computational workflow constructs unsym. ligands and their Pd2L4 cage isomers, ranking the likelihood for exclusively forming cis-Pd2L4 assemblies. From this narrowed search space, we successfully synthesized four new, low-symmetry, cis-Pd2L4 cages. In the experiment, the researchers used many compounds, for example, Pyridin-3-ylboronic acid(cas: 1692-25-7Recommanded Product: 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.Recommanded Product: 1692-25-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wang, Peng-Fei; Yu, Jiao; Guo, Kai-Xin; Jiang, Sheng-Peng; Chen, Ji-Jun; Gu, Qiang-Shuai; Liu, Ji-Ren; Hong, Xin; Li, Zhong-Liang; Liu, Xin-Yuan published an article in 2022. The article was titled 《Design of Hemilabile N,N,N-Ligands in Copper-Catalyzed Enantioconvergent Radical Cross-Coupling of Benzyl/Propargyl Halides with Alkenylboronate Esters》, and you may find the article in Journal of the American Chemical Society.Application of 2510-22-7 The information in the text is summarized as follows:

The enantioconvergent radical C(sp3)-C(sp2) cross-coupling of alkyl halides with alkenylboronate esters is an appealing tool in the assembly of synthetically valuable enantioenriched alkenes owing to the ready availability, low toxicity and air/moisture stability of alkenylboronate esters. A copper/chiral N,N,N-ligand catalytic system for the enantioconvergent cross-coupling of benzyl/propargyl halides with alkenylboronate esters (>80 examples) with good functional group tolerance was reported. The key to the success was the rational design of hemilabile N,N,N-ligands by mounting steric hindrance at the ortho position of one coordinating quinoline ring. Thus, the newly designed ligand not only promote the radical cross-coupling process in the tridentate form but also delivered enantiocontrol over highly reactive alkyl radicals in the bidentate form. Facile follow-up transformations highlight its potential utility in the synthesis of various enantioenriched building blocks as well as in the late-stage functionalization for drug discovery.4-Ethynylpyridine(cas: 2510-22-7Application of 2510-22-7) was used in this study.

4-Ethynylpyridine(cas: 2510-22-7) 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.Application of 2510-22-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem