Month: November 2022

Casalta, Clement; Gourlaouen, Christophe; Bouzbouz, Samir published an article in 2021. The article was titled 《Iridium(III) Catalyzed Z-Selective Allylic Arylation of α-Fluoro But-1-enoic Acid Amides via β-F-Elimination in Water》, and you may find the article in Organic Letters.Computed Properties of C6H7BO3 The information in the text is summarized as follows:

Allylic arylation of α-fluoro but-1-enoic acid amides with arylboronic acids was carried out in water by comparing the catalytic activity of iridium(III) and rhodium(III). Ir(III) has shown a strong superiority over Rh(III) to give allyl-aryl coupling products with excellent stereoselectivity in favor of the Z-isomer. The origin of high stereoselectivity is perhaps because of the a coordination of iridium Ir-N or Ir-O.2-Hydroxyphenylboronic acid(cas: 89466-08-0Computed Properties of C6H7BO3) was used in this study.

2-Hydroxyphenylboronic acid(cas: 89466-08-0) belongs to acyl phenylboronic acid. Phenylboronic acid (PBA) has been used to extract β-blockers (a class of aminoalcohol-containing drugs) from aqueous solution, rat, and human plasma. Computed Properties of C6H7BO3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Lee, Seung Yong; Jeon, Seong Ik; Sim, Sung Bo; Byun, Youngro; Ahn, Cheol-Hee published an article in 2021. The article was titled 《A supramolecular host-guest interaction-mediated injectable hydrogel system with enhanced stability and sustained protein release》, and you may find the article in Acta Biomaterialia.Electric Literature of C3H9NO2 The information in the text is summarized as follows:

Injectable hydrogels have been studied as drug delivery systems because of their minimal invasiveness and sustained drug release properties. Pluronic F127, consisting of poly(ethylene oxide)-poly(propylene oxide)-poly(ethylene oxide) triblock copolymers, exhibits thermo-responsive properties and hence is injectable due to its rapid sol-gel transition. Unmodified Pluronic F127-based hydrogels, however, have limited long-term stability and controllable release of drugs entrapped within them. In this study, host-guest interactions between adamantane-conjugated Pluronic F127 (F127-Ad) and polymerized β-cyclodextrin (CDP) were employed to develop a hydrogel-based protein delivery system. Single or multiple adamantane units were successfully introduced at the termini of Pluronic F127 with a 100% conversion yield, and the synthesized F127-Ad polymer produced a phys. crosslinked micelle-packing structure when mixed with CDP. As the number of adamantanes at the terminal ends of Pluronic F127 increased, the critical gelation concentration of F127-Ad/CDP hydrogel decreased from 15 to 6% (w/v). The F127/CDP hydrogel was able to maintain its structure even with lower polymer content, and its injectability improved with a reduction of the hydrogel viscosity. The long-term stability of F127/CDP hydrogels was evaluated in vitro and in vivo, and it was demonstrated that the s.c. injected hydrogel did not disintegrate for up to 30 d. Throughout the drug release test using gelatin and insulin as model drugs, it was demonstrated that their release rates could be regulated via complexation between the protein drugs and the β-cyclodextrin mols. inside the hydrogel. In conclusion, the F127-Ad/CDP hydrogel is expected to be a versatile protein delivery system with controllable durability and drug release characteristics. Pluronic F127 is one of the widely studied polymeric materials for thermo-sensitive injectable hydrogels due to its high biocompatibility and rapid sol-gel transition. Since the Pluronic F127-based hydrogel has some limitations in its long-term stability and mech. property, it is inevitable to modify its structure for the application to drug delivery. In this study, mono- or multi- adamantane-conjugated Pluronic F127s were synthesized and mixed with β-cyclodextrin polymers to form hydrogels with host-guest interaction-mediated micelle-packing structures. The host-guest interaction introduced into the hydrogel system endowed it a sustained protein drug release behavior as well as high durability in vitro and in vivo. By increasing the number of adamantane mols. at the end of the Pluronic F127, both the stability and injectability of the hydrogel could be also modulated. In the part of experimental materials, we found many familiar compounds, such as 2-Aminopropane-1,3-diol(cas: 534-03-2Electric Literature of C3H9NO2)

2-Aminopropane-1,3-diol(cas: 534-03-2) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Electric Literature of C3H9NO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Xu, Xiangchao; Yang, Chenchen; Li, Shun; Meng, Chong; Yu, Junjie; Yang, Jiazhi; Li, Feng published an article in 2021. The article was titled 《From selective transfer hydrogenation to selective hydrogen auto-transfer process: An efficient method for the synthesis of alkenyl ketones via iridium-catalyzed α-alkylation of ketones with alkenyl alcohols》, and you may find the article in Journal of Catalysis.Safety of 5-Hexen-1-ol The information in the text is summarized as follows:

A strategy for the synthesis of alkenyl ketones via the α-alkylation of ketones with alkenyl ketones was proposed and accomplished. In the presence of a metal-ligand bifunctional catalyst [Cp*Ir(2,2′-bpyO)(H2O)], a series of desirable products were obtained in high yields. Mechanistic investigation revealed that functional groups in the ligand are crucial for the activity of catalyst and selective transfer hydrogenation is the determining step of the formation of alkenyl ketones as products. Notably, the present research exhibited also the unique potential of metal-ligand bifunctional catalysts for the activation of unsaturated alcs. as electrophiles for hydrogen auto-transfer process. In the part of experimental materials, we found many familiar compounds, such as 5-Hexen-1-ol(cas: 821-41-0Safety of 5-Hexen-1-ol)

5-Hexen-1-ol(cas: 821-41-0) is used in cyclization to a tetrahydropyran by phenylselenoetherification. It is also used as a building block in synthetic chemistry.Safety of 5-Hexen-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhou, Ting; Wang, Lei; Huang, Xingye; Unruangsri, Junjuda; Zhang, Hualei; Wang, Rong; Song, Qingliang; Yang, Qingyuan; Li, Weihua; Wang, Changchun; Takahashi, Kaito; Xu, Hangxun; Guo, Jia published an article in 2021. The article was titled 《PEG-stabilized coaxial stacking of two-dimensional covalent organic frameworks for enhanced photocatalytic hydrogen evolution》, and you may find the article in Nature Communications.Quality Control of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde The information in the text is summarized as follows:

Two-dimensional covalent organic frameworks (2D COFs) featuring periodic frameworks, extended π-conjugation and layered stacking structures, have emerged as a promising class of materials for photocatalytic hydrogen evolution. Nevertheless, the layer-by-layer assembly in 2D COFs is not stable during the photocatalytic cycling in water, causing disordered stacking and declined activity. Here, we report an innovative strategy to stabilize the ordered arrangement of layered structures in 2D COFs for hydrogen evolution. Polyethylene glycol is filled up in the mesopore channels of a β-ketoenamine-linked COF containing benzothiadiazole moiety. This unique feature suppresses the dislocation of neighboring layers and retains the columnar π-orbital arrays to facilitate free charge transport. The hydrogen evolution rate is therefore remarkably promoted under visible irradiation compared with that of the pristine COF. This study provides a general post-functionalization strategy for 2D COFs to enhance photocatalytic performances. After reading the article, we found that the author used 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde(cas: 34374-88-4Quality Control of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde)

2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde(cas: 34374-88-4) is a member of phloroglucinol derivatives. Phloroglucinol derivatives are a major class of secondary metabolites. Phloroglucinol compounds can be classified into monomeric, dimeric, trimeric and higher phloroglucinols, and phlorotannins.Quality Control of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Mills, L. Reginald; Gygi, David; Ludwig, Jacob R.; Simmons, Eric M.; Wisniewski, Steven R.; Kim, Junho; Chirik, Paul J. published an article in 2022. The article was titled 《Cobalt-Catalyzed C(sp2)-C(sp3) Suzuki-Miyaura Cross-Coupling Enabled by Well-Defined Precatalysts with L,X-Type Ligands》, and you may find the article in ACS Catalysis.Recommanded Product: 89466-08-0 The information in the text is summarized as follows:

Cobalt(II) halides in combination with phenoxyimine (FI) ligands generated efficient precatalysts in situ for the C(sp2)-C(sp3) Suzuki-Miyaura cross-coupling between alkyl bromides and neopentylglycol (hetero)arylboronic esters. The protocol enabled efficient C-C bond formation with a host of nucleophiles and electrophiles (36 examples, 34-95%) with precatalyst loadings of 5 mol %. Studies with alkyl halide electrophiles that function as radical clocks support the intermediacy of alkyl radicals during the course of the catalytic reaction. The improved performance of the FI-cobalt catalyst was correlated with decreased lifetimes of cage-escaped radicals as compared to those of diamine-type ligands. Studies of the phenoxy(imine)-cobalt coordination chem. validate the L,X interaction leading to the discovery of an optimal, well-defined, air-stable mono-FI-cobalt(II) precatalyst structure. The experimental process involved the reaction of 2-Hydroxyphenylboronic acid(cas: 89466-08-0Recommanded Product: 89466-08-0)

2-Hydroxyphenylboronic acid(cas: 89466-08-0) belongs to acyl phenylboronic acid. Phenylboronic acid (PBA) has been used to extract β-blockers (a class of aminoalcohol-containing drugs) from aqueous solution, rat, and human plasma. Recommanded Product: 89466-08-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2022,Zhang, Wanzheng; Guillen-Soler, Melanie; Moreno-Da Silva, Sara; Lopez-Moreno, Alejandro; Gonzalez, Luisa R.; Gimenez-Lopez, Maria del Carmen; Perez, Emilio M. published an article in Chemical Science. The title of the article was 《Mechanical interlocking of SWNTs with N-rich macrocycles for efficient ORR electrocatalysis》.Electric Literature of C12H17BO2 The author mentioned the following in the article:

Substitutional N-doping of single-walled carbon nanotubes is a common strategy to enhance their electrocatalytic properties in the oxygen-reduction reaction (ORR). Here, we explore the encapsulation of SWNTs within N-rich macrocycles as an alternative strategy to display electroactive sites on the surface of SWNTs. We design and synthesize four types of mech. interlocked derivatives of SWNTs (MINTs) by combining two types of macrocycles and two types of SWNT samples. Comprehensive electrochem. characterization of these MINTs and their reference SWNTs allows us to establish structure-activity relationships. First, we show that all MINT samples are superior electrocatalysts compared to pristine SWNTs, which serves as general validation of our strategy. Secondly, we show that macrocycles displaying both N atoms and carbonyl groups perform better than those with N atoms only. Finally, we demonstrate that a tighter fit between macrocycles and SWNTs results in enhanced catalytic activity and stability, most likely due to a more effective charge-transfer between the SWNTs and the macrocycles. These results, focusing on the ORR as a testbed, show the possibility of understanding electrocatalytic performance of SWNTs at the mol. level and thus enable the design of more active and more stable catalysts in the future. In the experiment, the researchers used many compounds, for example, 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Electric Literature of C12H17BO2)

4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6) can be used as a substrate in the study of Suzuki–Miyaura coupling of various aryl iodides over SiliaCat Pd(0).Electric Literature of C12H17BO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of C12H17BO2In 2021 ,《Mechanistic insights into the dearomative diborylation of pyrazines: a radical or non-radical process?》 appeared in Dalton Transactions. The author of the article were Gao, Liuzhou; Zhang, Hanyin; Liu, Xueting; Wang, Guoqiang; Li, Shuhua. The article conveys some information:

The mechanisms of the dearomative diborylation of pyrazines were studied via a combination of d. functional theory (DFT) calculations and exptl. studies. DFT calculations revealed that a non-radical mechanism involving two successive [3,3]-σ-rearrangement-type processes is responsible for the diborylation of pyrazine with bis(pinacolato)diboron (B2pin2). However, this non-radical process is highly unfavorable for the diborylation reaction of sterically hindered pyrazine (2,3-dimethylpyrazine). For the diboration reaction of 2,3-dimethylpyrazine with B2pin2 in the presence of 2,6-dichloro-4,4′-bipyridine as the catalyst, 4,4′-bipyridine-mediated radical pathway proceeding through a B-B homolytic cleavage/boryl radical addition is preferred. Control experiments combined with kinetic studies provided supportive evidence for the proposed mechanism. In the experimental materials used by the author, we found 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Synthetic Route of C12H17BO2)

4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6) also known as boronate ester, is generally used in metal-catalyzed C-C bond formation reactions like Suzuki–Miyaura reaction.Synthetic Route of C12H17BO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Quality Control of 2,6-PyridinedimethanolIn 2020 ,《Manganese Complex of a Rigidified 15-Membered Macrocycle: A Comprehensive Study》 appeared in Inorganic Chemistry. The author of the article were Pota, Kristof; Molnar, Eniko; Kalman, Ferenc Krisztian; Freire, David M.; Tircso, Gyula; Green, Kayla N.. The article conveys some information:

Owing to the increasing importance of manganese(II) complexes in the field of magnetic resonance imaging (MRI), large efforts were devoted to find an appropriate ligand for Mn(II) ion encapsulation by providing balance between the seemingly contradictory requirements (i.e., thermodn. stability and kinetic inertness vs. low ligand denticity enabling water mol.(s) to be coordinated in its metal center). Among these ligands, a large number of pyridine or pyridol based open-chain and macrocyclic chelators were studied so far. As a next step in the development of these chelators, 15-pyN3O2Ph and its transition metal complexes were synthesized and characterized using established methods. The 15-pyN3O2Ph ligand incorporates both pyridine and ortho-phenylene units to decrease ligand flexibility. The thermodn. properties, protonation and stability constants, were determined using pH-potentiometry; the solid-state structures of two protonation states of the free ligand and its manganese complex were obtained by single crystal x-ray diffractometry. The results show a seven-coordinate metal center with two water mols. in the first coordination sphere. The longitudinal relaxivity of [Mn(15-pyN3O2Ph)]2+ is 5.16 mM-1s-1 at 0.49 T (298 K). Furthermore, the r2p value of 11.72 mM-1s-1 (0.49 T), which is doubled at 1.41 T field, suggests that design of this Mn(II) complex does achieve some characteristics required for contrast imaging. In addition, 17O NMR measurements were performed to access the microscopic parameters governing this key feature (e.g., water exchange rate). Finally, manganese complexes of ligands with analogous polyaza macrocyclic scaffold were studied as low mol. weight Mn(CAT) mimics. Here, the authors report the H2O2 disproportionation study of [Mn(15-pyN3O2Ph)]2+ to demonstrate the versatility of this ligand scaffold as well. The highly rigidified 15-pyN3O2Ph ligand and its Mn(II) complex was synthesized and characterized using pH potentiometry, 1H relaxometry, and x-ray diffractometry. As a result of the aromatic structural moieties, the longitudinal and transverse relaxivities turned out to be outstanding (5.16 and 11.72 mM-1s-1) compared to other lower mol. weight MRI contrast agents. Also, this seven-coordinate complex can act as an effective H2O2 disproportionation catalyst, similar to MnCAT mimics. The experimental part of the paper was very detailed, including the reaction process of 2,6-Pyridinedimethanol(cas: 1195-59-1Quality Control of 2,6-Pyridinedimethanol)

2,6-Pyridinedimethanol(cas: 1195-59-1) 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.Quality Control of 2,6-Pyridinedimethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application In Synthesis of 5-Hexen-1-olIn 2020 ,《Rhodium(III)-Catalyzed C-H Olefination of Aromatic/Vinyl Acids with Unactivated Olefins at Room Temperature》 was published in Organic Letters. The article was written by Jambu, Subramanian; Jeganmohan, Masilamani. The article contains the following contents:

A Rh(III)-catalyzed COOH-assisted C-H alkenylation of aromatic acids with unactivated alkenes at room temperature is described. Further, the highly challenging β-C-H olefination of acrylic acids with unactivated olefins was also demonstrated. In these reactions, ortho-alkenylated aromatic/vinylic acids were prepared in good to excellent yields. A possible reaction mechanism involving ortho C-H activation and a five-membered rhodacycle formation was proposed and supported by the deuterium-labeling studies and isolation of a key rhodacycle intermediate. The experimental part of the paper was very detailed, including the reaction process of 5-Hexen-1-ol(cas: 821-41-0Application In Synthesis of 5-Hexen-1-ol)

5-Hexen-1-ol(cas: 821-41-0) is used in cyclization to a tetrahydropyran by phenylselenoetherification. It is also used as a building block in synthetic chemistry.Application In Synthesis of 5-Hexen-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《A New Chirally Organized Trifluoromethylanthrylmethanol Derivative and Its Application as Chiral Solvating Agent》 was written by Monteagudo, Eva; de March, Pedro; Alvarez-Larena, Angel; Virgili, Albert. Recommanded Product: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-olThis research focused ontrifluoromethylanthrylmethanol chiral solvating agent. The article conveys some information:

The synthesis and structure of 1,1′-(((10,10′-(1,1′-binaphthalene)-2,2′-diylbis(oxy))bis(methylene))bis(anthracene-10,9-diyl))bis(2,2,2-trifluoroethanol), 4, is reported. This compound owns both axial and central chirality allowing its use as a chiral solvating agent (CSA) for the enantiomeric composition determination of several mixtures of chiral aromatic alcs. and amines using NMR. The study of the resulting diastereoisomeric complexes was carried out by determining its stoichiometry and association binding constants In the experimental materials used by the author, we found (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Recommanded Product: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Recommanded Product: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts