Category: 24388-23-6

In 2022,Rahali, Seyfeddine; Belhocine, Youghourta; Allal, Hamza; Bouhadiba, Abdelaziz; Assaba, Ibtissem Meriem; Seydou, Mahamadou published an article in Structural Chemistry. The title of the article was 《A DFT investigation of the host-guest interactions between boron-based aromatic systems and β-cyclodextrin》.Formula: C12H17BO2 The author mentioned the following in the article:

D. functional theory calculations including dispersion at BLYP-D3(BJ)/def2-SVP level of theory were performed for a series of systems based on cyclodextrin complexation with boron-based aromatic compounds Elaborated investigations were carried out using different quantum chem. parameters such as computed complexation energies, theor. association constants, and natural bond orbital (NBO) anal. Several configurations and inclusion modes were considered in this work. The calculated complexation energies were consistent with the exptl. classification of these systems on the basis of occurring interactions. Reduced d. gradient (RDG) and independent gradient model (IGM) approaches determined the nature and strength of non-covalent interactions which played a central role in the formation of the complexes. Thus, phenylboronic acid (PBA) and benzoxaborole (Bxb) act mainly as hydrogen-bonded complexes with β-cyclodextrin, while mainly Van der Waals (vdW) interactions stabilize both catechol (PhBcat) and pinacol esters of phenylboronic acid (PhBpin) complexes. The ferroceneboronic acid (FcBA) exhibits a mixture of H-bonds and vdW interactions with β-cyclodextrin. In the part of experimental materials, we found many familiar compounds, such as 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Formula: C12H17BO2)

4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6) can be used to prepare sulfinamide derivatives by reacting with diethylaminosulfur trifluoride (DAST) and potassium phenyltrifluoroborate.Formula: C12H17BO2

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In 2019,Tetrahedron Letters included an article by Laskar, Khairujjaman; Paul, Subham; Bora, Utpal. Quality Control of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane. The article was titled 《Cellulose as recyclable organocatalyst for ipso-hydroxylation of arylboronic acids》. The information in the text is summarized as follows:

Cellulose catalyzed oxidative hydroxylation of aryl and hetero-arylboronic acids to the corresponding phenols under metal and base free strategy was demonstrated. The sustainable ipso-hydroxylation took place using hydrogen peroxide as an oxidant in water under mild condition in shorter period of time. Easy recovery and reusability of heterogeneous catalyst without significant loss in catalytic yield was seen and the protocol was environmentally benign. The experimental part of the paper was very detailed, including the reaction process of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Quality Control of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane)

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).Quality Control of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane

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Product Details of 24388-23-6In 2020 ,《Rh-Catalyzed Base-Free Decarbonylative Borylation of Twisted Amides》 appeared in Journal of Organic Chemistry. The author of the article were Bie, Fusheng; Liu, Xuejing; Shi, Yijun; Cao, Han; Han, Ying; Szostak, Michal; Liu, Chengwei. The article conveys some information:

We report the rhodium-catalyzed base-free decarbonylative borylation of twisted amides. The synthesis of versatile arylboronate esters from aryl twisted amides is achieved via decarbonylative rhodium(I) catalysis and highly selective N-C(O) insertion. The method is notable for a very practical, additive-free Rh(I) catalyst system. The method shows broad functional group tolerance and excellent substrate scope, including site-selective decarbonylative borylation/Heck cross-coupling via divergent N-C/C-Br cleavage and late-stage pharmaceutical borylation. The experimental process involved the reaction of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Product Details of 24388-23-6)

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.Product Details of 24388-23-6

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Zhang, Wenzhi; Bie, Fusheng; Ma, Jie; Zhou, Fengyan; Szostak, Michal; Liu, Chengwei published an article in 2021. The article was titled 《Palladium-Catalyzed Decarbonylative Borylation of Aryl Anhydrides》, and you may find the article in Journal of Organic Chemistry.Safety of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane The information in the text is summarized as follows:

A Pd-catalyzed base-free decarbonylative borylation of aryl anhydrides was developed. Catalyst system consisting of Pd(OAc)2/dppb enables readily available aryl anhydrides to be employed as electrophiles for the synthesis of versatile arylboronate esters via O-C(O) bond activation and decarbonylation. This method was characterized by an excellent functional group tolerance and broad substrate scope, using bench stable aryl anhydrides as aryl electrophiles in C-B bond formation. Mechanistic studies and functionalization of late-stage pharmaceutical mols. are disclosed. In the experiment, the researchers used 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Safety of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane)

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.Safety of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane

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In 2022,Jia, Feiyun; Luo, Jiewei; Zhang, Bo published an article in Catalysis Science & Technology. The title of the article was 《Computational mechanism investigation of bismuth (BiIII/BiV) redox-catalyzed fluorination of arylboronic esters》.Recommanded Product: 24388-23-6 The author mentioned the following in the article:

Recently, the Cornella group has achieved bismuth redox-catalyzed fluorination of arylboronic esters by using heavier main group elements to simulate the transition metal catalytic cycle method. Despite the great efforts made by the exptl. group, details regarding the mechanism remained unclear. In this work, detailed DFT calculations were carried out to elucidate the principal features of this transformation. The results reveal the following: (1) the entire conversion is thermodynamically favorable, with a free energy decrease of 124.4 kcal mol-1; (2) the activator KF not only is beneficial to assisting the dissociation of BF3 on the bismuth catalyst to facilitate transmetallization, but may also be a potential promoter of BF4- dissociation in the reductive elimination step; (3) the sulfone fragment is favorable for reductive elimination; and (4) pyridyl fluoride may be responsible for the smooth progress of the oxidative addition In the part of experimental materials, we found many familiar compounds, such as 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Recommanded Product: 24388-23-6)

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).Recommanded Product: 24388-23-6

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Alcohol – Wikipedia,
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In 2019,Chemistry – A European Journal included an article by Kuehn, Laura; Jammal, Dominik G.; Lubitz, Katharina; Marder, Todd B.; Radius, Udo. Recommanded Product: 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane. The article was titled 《Stoichiometric and Catalytic Aryl-Cl Activation and Borylation using NHC-stabilized Nickel(0) Complexes》. The information in the text is summarized as follows:

NHC-nickel (NHC = N-heterocyclic carbene) complexes are efficient catalysts for the C-Cl bond borylation of aryl chlorides using NaOAc as a base and B2pin2 (pin = pinacolato) as the boron source. The catalysts [Ni2(ICy)4(μ-(η2:η2)-COD)] (1, ICy = 1,3-dicyclohexylimidazolin-2-ylidene; COD = 1,5-cyclooctadiene), [Ni(ICy)2(η2-C2H4)] (2), and [Ni(ICy)2(η2-COE)] (3, COE = cyclooctene) compare well with other nickel catalysts reported previously for aryl-chloride borylation with the advantage that no further ligands had to be added to the reaction. Borylation also proceeded with B2neop2 (neop = neopentylglycolato) as the boron source. Stoichiometric oxidative addition of different aryl chlorides to complex 1 was highly selective affording trans-[Ni(ICy)2(Cl)(Ar)] (Ar = 4-(F3C)C6H4, 11; 4-(MeO)C6H4, 12; C6H5, 13; 3,5-F2C6H3, 14). In the part of experimental materials, we found many familiar compounds, such as 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Recommanded Product: 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane)

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).Recommanded Product: 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane

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《Photocatalytic C-X borylation of aryl halides by hierarchical SiC nanowire-supported Pd nanoparticles》 was written by Jiao, Zhi-Feng; Zhao, Ji-Xiao; Guo, Xiao-Ning; Guo, Xiang-Yun. COA of Formula: C12H17BO2 And the article was included in Chinese Journal of Catalysis in 2020. The article conveys some information:

Hierarchical SiC nanowire-supported Pd nanoparticles showed high photocatalytic activity for the C-X (X = Br, I) borylation of aryl halides at 30°C. The SiC/Pd Mott-Schottky contact enhances the rapid transfer of the photogenerated electrons from SiC to the Pd nanoparticles. As a result, the concentrated energetic electrons in the Pd nanoparticles can facilitate the cleavage of C-I or C-Br bonds, which normally requires high-temperature thermal processes. We show that the present Pd/SiC photocatalyst is capable of catalyzing the transformation of a large variety of aryl halides to their corresponding boronate esters under visible light irradiation, with excellent yields. In the experiment, the researchers used 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6COA of Formula: 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.COA of Formula: C12H17BO2

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Alcohol – Wikipedia,
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The author of 《Oxidation-Sensitive Dextran-Based Polymer with Improved Processability through Stable Boronic Ester Groups》 were Manaster, Amanda J.; Batty, Cole; Tiet, Pamela; Ooi, Annabelle; Bachelder, Eric M.; Ainslie, Kristy M.; Broaders, Kyle E.. And the article was published in ACS Applied Bio Materials in 2019. Formula: C12H17BO2 The author mentioned the following in the article:

Particulate immunotherapy holds promise to vaccinate or treat a broad array of illnesses, including cancer, infectious diseases, and autoimmune disorders. The rate of antigen release from nano/microparticles (MPs) can impact both the type and quality of the immune response they elicit. The lysosomes of antigen presenting cells are highly oxidizing. Thus, an oxidation-sensitive vehicle could enable a significant advancement in effective MP immunotherapy. One promising class of materials being developed toward this end are aryl boronate-modified dextran polymers. The boronic esters used for oxidation-sensitive materials and sensors are typically made using pinacol (Pin) as a diol. However, Pin-based aryl boronate-modified polymers are capable of transesterifying with biogenic diols, which can lead to undesirable interactions and poor material properties. To solve this, pinanediol (PD) was used in place of Pin in the synthesis of an aryl-boronate modified dextran polymer (PDB-Dex), yielding a highly stable boronic ester. This modified dextran reverses its water solubility as desired, and improves on Pin-based materials by maintaining its solubility in organic solvents. MPs could be prepared by emulsion, nanopptn., and electrospray techniques. Hydrogen peroxide-triggered degradation of microparticles was quantified colorimetrically, and the mechanism was probed using 1H-NMR. Preliminary in vitro studies show low cytotoxicity and the ability to deliver an immunostimulatory agent. In the experiment, the researchers used 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Formula: 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.Formula: C12H17BO2

Referemce:
Alcohol – Wikipedia,
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《Solubility of Phenylboronic Acid and its Cyclic Esters in Organic Solvents》 was written by Leszczynski, Pawel; Hofman, Tadeusz; Sporzynski, Andrzej. Recommanded Product: 24388-23-6 And the article was included in Journal of Solution Chemistry in 2020. The article conveys some information:

The solubilities of phenylboronic acid, its pinacol ester and azaester in organic solvents (chloroform, 3-pentanone, acetone, di-Pr ether and methylcyclohexane) have been determined exptl. by a dynamic method, in which the disappearance of turbidity was determined by measuring of light intensity using a luminance probe. Phenylboronic acid has high solubility in ether and ketones, moderate in chloroform and very low in hydrocarbon. Pinacol ester and azaester show better solubility than the parent acid in all tested solvents. For pinacol ester differences between particular solvents are small, while for azaester the differences are significant. For both esters the highest solubility is observed in chloroform and the lowest in the hydrocarbon. The results have been correlated by the Wilson, NRTL and Redlich-Kister equations. For the phenylboronic acid better correlation of the data is obtained by polynomials in comparison with the above equations. It is connected with addnl. acid-anhydride equilibrium in the system. The influence of polarity of the solvents on the solubility is discussed. In the experiment, the researchers used 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Recommanded Product: 24388-23-6)

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.Recommanded Product: 24388-23-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,Angewandte Chemie, International Edition included an article by Hu, Liang; Shen, Peng-Xiang; Shao, Qian; Hong, Kai; Qiao, Jennifer X.; Yu, Jin-Quan. HPLC of Formula: 24388-23-6. The article was titled 《PdII-Catalyzed Enantioselective C(sp3)-H Activation/Cross-Coupling Reactions of Free Carboxylic Acids》. The information in the text is summarized as follows:

PdII-catalyzed enantioselective C(sp3)-H cross-coupling of free carboxylic acids with organoborons was achieved using either mono-protected amino acid (MPAA) ligands or mono-protected aminoethyl amine (MPAAM) ligands. A diverse range of aryl- and vinyl-boron reagents could be used as coupling partners to provide chiral cyclopropanecarboxylic acids, e.g., I. This reaction provided an alternative approach to the enantioselective synthesis of cyclopropanecarboxylic acids and cyclobutanecarboxylic acids containing α-chiral tertiary and quaternary stereocenters, e.g., II. The utility of this reaction was further demonstrated by converting the carboxylic acid into cyclopropyl amine without loss of optical activity. In the experimental materials used by the author, we found 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6HPLC of Formula: 24388-23-6)

4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6) can be used to prepare sulfinamide derivatives by reacting with diethylaminosulfur trifluoride (DAST) and potassium phenyltrifluoroborate.HPLC of Formula: 24388-23-6

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Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts