870004-04-9

Usage

Uses

Used in Organic Synthesis:
4,4,5,5-Tetramethyl-2-(4-vinylphenyl)-1,3,2-dioxaborolane is used as a reagent in cross-coupling reactions for the formation of carbon-carbon bonds. Its high reactivity and stability make it a valuable component in the synthesis of various functional materials.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4,4,5,5-Tetramethyl-2-(4-vinylphenyl)-1,3,2-dioxaborolane is used as a key intermediate in the synthesis of various drugs. Its versatility allows for the development of new pharmaceutical compounds with improved properties and therapeutic effects.
Used in Agrochemical Industry:
4,4,5,5-Tetramethyl-2-(4-vinylphenyl)-1,3,2-dioxaborolane is utilized as a building block in the synthesis of agrochemicals, contributing to the development of new pesticides and other agricultural chemicals with enhanced efficacy and selectivity.
Used in Advanced Materials:
This chemical compound is also used in the preparation of materials for advanced technologies, such as polymers, coatings, and electronic materials, due to its unique structural properties and reactivity.

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 16396-62-6 2,4,6-tris-(4-vinylphenyl)cyclotriboroxane 
• 2156-04-9 4-Vinylphenylboronic acid 
• 68716-49-4 p-bromophenylboronic acid pinacol ester 
• 1073-67-2 4-vinylbenzyl chloride 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 73183-34-3 bis(pinacol)diborane 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1520-21-4 4-vinyl benzylamine 
• 14559-99-0 diethoxy-(4-vinyl-phenyl)-borane 
• 108-05-4 vinyl acetate 
• 1009-43-4 4-(trimethylsilyl)styrene 

Downstream Products

• 1245706-97-1 (E)-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine 
• 1266658-26-7 (E)-4,8-di-tert-butyl-2,10-dimethyl-6-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styryl)-12H-dibenzo[d,g][1,3,2]dioxaborocine 
• 1417820-88-2 4-(3,3,3-trifluoro-1-hydroxypropylphenyl)boronic acid pinacol ester 
• 1612798-01-2 (E)-trimethyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styryl)silane 
• 1422172-86-8 (E)-2-(4-(2-cyclohexylvinyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant academic research and scientific papers

Tunable Hydrogen Release from Amine–Boranes via their Insertion into Functional Polystyrenes

Polystyrene-g-boramine random copolymers are dihydrogen reservoirs with tunable dehydrogenation temperatures, which can be adjusted by selecting the boramine content in the copolymers. They display a unique dihydrogen thermal release profile, which is a d

Facile strategy to well-defined water-soluble boronic acid (Co)polymers

A facile route to well-defined boronic acid (co)polymers from stable and easily manipulated boronic ester monomers is presented. The polymerization of 4-pinacolatoborylstyrene by reversible addition-fragmentation chain transfer (RAFT) yielded polymeric bo

One-step preparation of phenyl boron-modified magnetic mesoporous silica for selective enrichment of cis-diol-containing substances

For enrichment and separation of cis-diol-containing compounds from biomatrix, a new type of magnetic nanoparticles named MS-48-PBSC, whichwas facilely prepared in a one-step heterogeneous reaction. The morphology results demonstrated that the MS-48-PBSC

High Glass-Transition Temperature Polymer Networks Harnessing the Dynamic Ring Opening of Pinacol Boronates

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 pinaco

Functionalized styrene synthesis via palladium-catalyzed C[sbnd]C cleavage of aryl ketones

We report herein the synthesis of functionalized styrenes via palladium-catalyzed Suzuki–Miyaura cross-coupling reaction between aryl ketone derivatives and potassium vinyltrifluoroborate. The employment of pyridine-oxazoline ligand was the key to the cleavage of unstrained C[sbnd]C bond. A variety of functional groups and biologically important moleculars were well tolerated. The orthogonal Suzuki–Miyaura coupling demonstrated the synthetic practicability.

Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Vinyl Acetate in Dimethyl Isosorbide as a Sustainable Solvent

A nickel-catalyzed reductive cross-coupling has been achieved using (hetero)aryl bromides and vinyl acetate as the coupling partners. This mild, applicable method provides a reliable access to a variety of vinyl arenes, heteroarenes, and benzoheterocycles, which should expand the chemical space of precursors to fine chemicals and polymers. Importantly, a sustainable solvent, dimethyl isosorbide, is used, making this protocol more attractive from the point of view of green chemistry.

Merging Iridium-Catalyzed C-H Borylations with Palladium-Catalyzed Cross-Couplings Using Triorganoindium Reagents

A versatile and efficient method to prepare borylated arenes furnished with alkyl, alkenyl, alkynyl, aryl, and heteroaryl functional groups is developed by merging Ir-catalyzed C-H borylations (CHB) with a chemoselective palladium-catalyzed cross-coupling of triorganoindium reagents (Sarandeses-Sestelo coupling) with aryl halides bearing a boronic ester substituent. Using triorganoindium cross-coupling reactions to introduce unsaturated moieties enables the synthesis of borylated arenes that would be difficult to access through the direct application of the CHB methodology. The sequential double catalyzed procedure can be also performed in one vessel.

Switchable Chemoselectivity of Reactive Intermediates Formation and Their Direct Use in A Flow Microreactor

A chemoselectivity switchable microflow reaction was developed to generate reactive and unstable intermediates. The switchable chemoselectivity of this reaction enables a selection for one of two different intermediates, an aryllithium or a benzyl lithium, at will from the same starting material. Starting from bromo-substituted styrenes, the aryllithium intermediates were converted to the substituted styrenes, whereas the benzyl lithium intermediates were engaged in an anionic polymerization. These chemoselectivity-switchable reactions can be integrated to produce polymers that cannot be formed during typical polymerization reactions.

Transition metal-free formal hydro/deuteromethylthiolation of unactivated alkenes

Methylthioether is involved in the methylthiotransfer process in organisms, and therefore its functionality is of paramount importance to living organisms. Several methods for the installation of the methylthio group in small molecules have been reported previously; however, procedures starting from unactivated alkenes are rare. Herein, we report a formal hydro/deuteromethylthiolation of alkenes by using dimethyl(methylthio)sulfonium trifluoromethanesulfonate as the stimulator and sodium borohydride/deuteride as the hydrogen/deuterium source. The process represents a mild, transition metal-free and methanethiol-free route towards the synthesis of methylthioethers from unactivated alkenes. This journal is

Iminyl-Radical-Promoted C-C Bond Cleavage/Heck-Like Coupling via Dual Cobaloxime and Photoredox Catalysis

We report herein an unprecedented protocol for radical-olefin coupling of α-imino-oxy acids and alkenes for the synthesis of alkene-containing nitriles via synergistic photoredox and cobaloxime catalysis. With visible-light irradiation, the transformation