Category: 24388-23-6

Cai, Yuan; Shi, Shi-Liang published their research in Journal of the American Chemical Society in 2021. The article was titled 《Enantioconvergent Arylation of Racemic Secondary Alcohols to Chiral Tertiary Alcohols Enabled by Nickel/N-Heterocyclic Carbene Catalysis》.Application of 24388-23-6 The article contains the following contents:

The direct upgrading reaction of simple and readily available achiral alcs. via C-H functionalization is an ideal strategy to prepare value-added chiral higher alcs. Herein, the first enantioconvergent upgrading reaction of simple racemic secondary alcs. to enantioenriched tertiary alcs were disclosed. An N-heterocyclic carbene (NHC)-nickel catalyst was leveraged to enable this highly efficient formal asym. alc. α-C-H arylation via a dehydrogenation using Ph triflate as a mild oxidant followed by asym. addition of arylboronic esters to the transient ketones. Mechanistic studies and control experiments were conducted to reveal the possible reasons for the exceptional control over chemo- and enantioselectivity. The results came from multiple reactions, including the reaction of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Application of 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).Application of 24388-23-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2022,Li, Yuting; Kanbur, Uddhav; Cui, Jinlei; Wang, Guocang; Kobayashi, Takeshi; Sadow, Aaron D.; Qi, Long published an article in Angewandte Chemie, International Edition. The title of the article was 《Supported Lanthanum Borohydride Catalyzes CH Borylation Inside Zeolite Micropores》.Product Details of 24388-23-6 The author mentioned the following in the article:

The zeolite-supported lanthanide La(BH4)x-HY30 catalyzes C-H borylation of benzene with pinacolborane (HBpin), providing a complementary approach to precious, late transition metal-catalyzed borylations. The reactive catalytic species are generated from La grafted at the Broensted acid sites (BAS) in micropores of the zeolite, whereas silanoate- and aluminoate-grafted sites are inactive under the reaction conditions. During typical catalytic borylations, conversion to Ph pinacolborane (PhBpin) is zero-order in HBpin concentration A turnover number (TON) of 167 is accessed by capping external silanols, selectively grafting at BAS sites, and adding HBpin slowly to the reaction. 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) can be used to prepare sulfinamide derivatives by reacting with diethylaminosulfur trifluoride (DAST) and potassium phenyltrifluoroborate.Product Details of 24388-23-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Recommanded Product: 24388-23-6In 2021 ,《Rational Optimization of the Petasis Three-Component Reaction as a Feasible Elementary Reaction in Polymer Chemistry》 appeared in Macromolecular Chemistry and Physics. The author of the article were Takahashi, Ryo; Kakuchi, Ryohei. The article conveys some information:

In this research, the Petasis three-component reaction (Petasis-3CR) among aromatic boronic acids, amines, and glyoxylic acids is feasibly optimized to seek integration with polymer synthesis. The Petasis-3CR is expanded using protected boronic acids, bypassing the disadvantages of the polymers featuring boronic acids. Based on the modification, the Petasis-3CR is now highly compatible with synthetic polymer chem., yielding poly(α-amino acids), which are otherwise difficult to synthesize. In the experimental materials used by the author, we found 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,Journal of the American Chemical Society included an article by Silvi, Mattia; Aggarwal, Varinder K.. SDS of cas: 24388-23-6. The article was titled 《Radical Addition to Strained σ-Bonds Enables the Stereocontrolled Synthesis of Cyclobutyl Boronic Esters》. The information in the text is summarized as follows:

While radical additions to π-bonds are well established, additions to σ-bonds are far less explored. Authors have found that electron deficient radicals derived from alkyl iodides under visible light irradiation add to the central strained bond of bicyclobutyl (BCB)-boronate complexes and lead to 1,3-alkyl disubstituted cyclobutyl boronic esters in high yields, with full stereospecificity and high levels of stereoselectivity. Novel cyclobutyl-substituted structures, including peptide and steroid boronic ester derivatives can be accessed. Addnl., although the use of electron-rich alkyl iodides as radical precursors was ineffective, an alternative route involving alkylsulfonylation of the BCB-boronate followed by reductive desulfonylation provided access to simple alkyl substituted cyclobutane products. 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: 24388-23-6SDS of cas: 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).SDS of cas: 24388-23-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,Angewandte Chemie, International Edition included an article by Rubial, Belen; Collins, Beatrice S. L.; Bigler, Raphael; Aichhorn, Stefan; Noble, Adam; Aggarwal, Varinder K.. Related Products of 24388-23-6. The article was titled 《Enantiospecific Synthesis of ortho-Substituted 1,1-Diarylalkanes by a 1,2-Metalate Rearrangement/anti-SN2′ Elimination/Rearomatizing Allylic Suzuki-Miyaura Reaction Sequence》. The information in the text is summarized as follows:

The one-pot sequential coupling of benzylamines, boronic esters, and aryl iodides has been investigated. In the presence of an N-activator, the boronate complex formed from an ortho-lithiated benzylamine and a boronic ester undergoes stereospecific 1,2-metalate rearrangement/anti-SN2′ elimination to form a dearomatized tertiary boronic ester. Treatment with an aryl iodide under palladium catalysis leads to rearomatizing γ-selective allylic Suzuki-Miyaura cross-coupling to generate 1,1-diarylalkanes. When enantioenriched α-substituted benzylamines are employed, the corresponding 1,1-diarylalkanes are formed with high stereospecificity. After reading the article, we found that the author used 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Related Products of 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.Related Products of 24388-23-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Zhiqiang; Kole, Goutam Kumar; Budiman, Yudha P.; Tian, Ya-Ming; Friedrich, Alexandra; Luo, Xiaoling; Westcott, Stephen A.; Radius, Udo; Marder, Todd B. published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Transition Metal Catalyst-Free, Base-Promoted 1,2-Additions of Polyfluorophenylboronates to Aldehydes and Ketones》.Category: alcohols-buliding-blocks The article contains the following contents:

A novel protocol for the transition metal-free 1,2-addition of polyfluoroaryl boronate esters to aldehydes and ketones is reported, which provides secondary alcs., tertiary alcs., and ketones. Control experiments and DFT calculations indicate that both the ortho-F substituents on the polyfluorophenyl boronates and the counterion K+ in the carbonate base are critical The distinguishing features of this procedure include the employment of com. available starting materials and the broad scope of the reaction with a wide variety of carbonyl compounds giving moderate to excellent yields. Intriguing structural features involving O-H···O and O-H···N hydrogen bonding, as well as arene-perfluoroarene interactions, in this series of racemic polyfluoroaryl carbinols have also been addressed. Thus, e.g., pentafluorophenyl-Bpin + PhCHO → PhCH(OH)-C6F5 (92%) in presence of K2CO3 in toluene. 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: 24388-23-6Category: alcohols-buliding-blocks)

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).Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2022,Tu, Chenhao; Ma, Nana; Xu, Qingli; Guo, Wenyue; Zhou, Lanxin; Zhang, Guisheng published an article in International Journal of Quantum Chemistry. The title of the article was 《Computational study on the mechanism of metal-free photochemical borylation of aryl halides》.Category: alcohols-buliding-blocks The author mentioned the following in the article:

C-radical borylation is a significant approach for the construction of carbonboron bond. Photochem. borylation of aryl halides successfully applied this strategy. However, precise mechanisms, such as the generation of aryl radicals and the role of base additive (TMDAM) and water, remain controversy in these reactions. In this study, photochem. borylation of aryl halides has been researched by d. functional theory (DFT) calculations Indeed, the homolytic cleavage of the CX bond under irradiation with UV-light is a key step for generation of aryl radicals. Nevertheless, the generation of aryl radicals may also undergo the process of single electron transfer and the heterolytic carbonhalogen bond cleavage sequence, and the latter is favorable during the reaction. The experimental process involved the reaction of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Category: alcohols-buliding-blocks)

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.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Mykura, Rory C.; Songara, Pradip; Luc, Eugenia; Rogers, Jack; Stammers, Ellie; Aggarwal, Varinder K. published an article in 2021. The article was titled 《Studies on the Lithiation, Borylation, and 1,2-Metalate Rearrangement of O-Cycloalkyl 2,4,6-Triisopropylbenzoates》, and you may find the article in Angewandte Chemie, International Edition.Electric Literature of C12H17BO2 The information in the text is summarized as follows:

A broad range of acyclic primary and secondary 2,4,6-triisopropylbenzoate (TIB) esters have been used in lithiation-borylation reactions, but cyclic TIB esters have not. Authors have studied the use of cyclic TIB esters in lithiation-borylation reactions and looked at the effect of ring size (3- → 6-membered rings) on the three key steps of the lithiation-borylation protocol: deprotonation, borylation and 1,2-metalate rearrangement. Although all rings sizes could be deprotonated, the cyclohexyl case was impractically slow, and the cyclopentyl example underwent α-elimination faster than deprotonation at -78° and so could not be used. Both cyclobutyl and cyclopropyl cases underwent rapid borylation, but only the cyclobutyl substrate underwent 1,2-metalate rearrangement. Thus, the cyclobutyl TIB ester occupies a “”Goldilocks zone,”” being small enough for deprotonation and large enough to enable 1,2-migration. The generality of the reaction was explored with a broad range of boronic esters.4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Electric Literature of C12H17BO2) was used in this study.

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.Electric Literature of C12H17BO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《High Glass-Transition Temperature Polymer Networks Harnessing the Dynamic Ring Opening of Pinacol Boronates》 were Brunet, Juliette; Collas, Franck; Humbert, Matthieu; Perrin, Lionel; Brunel, Fabrice; Lacote, Emmanuel; Montarnal, Damien; Raynaud, Jean. And the article was published in Angewandte Chemie, International Edition in 2019. HPLC of Formula: 24388-23-6 The author mentioned the following in the article:

Differential scanning calorimetry of high molar mass poly(4-vinylphenylboronic acid, pinacol ester)s evidenced unusual reactive events above 120 °C, resulting in a high glass-transition temperature of 220 °C. A reversible ring-opening reactivity of pinacol boronates is proposed, involving a nucleophilic attack on the sp2 boron and subsequent bridging between boron atoms by interconnected pinacol moieties to form a densely crosslinked network with high Tg. FTIR, solid-state NMR investigations, and rheol. studies on the polymer as well as double-tagging analyzes on mol. model structures and theor. calculations further support this hypothesis and indicate a ring-opening inducing crosslinking. When diluted in an apolar solvent such as toluene, the polymer network can be resolubilized via ring closing, thus recovering the entropically favored linear chains featuring cyclic boronate esters. In addition to this study using 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane, there are many other studies that have used 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6HPLC of Formula: 24388-23-6) was used in this study.

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

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sharma, Hayden A.; Essman, Jake Z.; Jacobsen, Eric N. published their research in Science (Washington, DC, United States) in 2021. The article was titled 《Enantioselective catalytic 1,2-boronate rearrangements》.HPLC of Formula: 24388-23-6 The article contains the following contents:

A strategy that facilitates the construction of a wide variety of trisubstituted stereocenters through a catalytically accessed common chiral intermediate could prove highly enabling for the field of synthetic chem. The authors report the discovery of enantioselective, catalytic 1,2-boronate rearrangements for the synthesis of α-chloro pinacol boronic esters from readily available boronic esters and CH2Cl2. The chiral building blocks produced in these reactions can undergo two sequential stereospecific elaborations to generate a wide assortment of trisubstituted stereocenters. The enantioselective reaction is catalyzed by a Li-isothiourea-boronate complex, which is proposed to promote rearrangement through a dual-Li-induced chloride abstraction orchestrated by Lewis basic functionality on the catalyst scaffold. After reading the article, we found that the author used 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

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts