Vinylboronic anhydride pyridine complex
Vinylboronic anhydride pyridine complex (CAS: 442850-89-7; Formula: C6H9B3O3 · C5H5N; MW: 240.67) is an organoboron compound supplied by Tech Serve Solutions. It is primarily utilised as a reagent in Suzuki-Miyaura cross-coupling reactions and in various stereoselective syntheses, including palladium-catalyzed carboamination and isomerization processes. The compound serves as a valuable building block in advanced organic synthesis and materials science.
- IUPAC
- 2,4,6-Trivinylcyclotriboroxane pyridine complex,Trivinyl-boroxin pyridine complex,Trivinylcyclotriboroxane pyridine complex
- Synonyms
- 2,4,6-Trivinylcyclotriboroxane pyridine complexTrivinyl-boroxin pyridine complexTrivinylcyclotriboroxane pyridine complex
Suzuki-Miyaura Cross-Coupling Reactions
This complex acts as a key reagent in Suzuki-Miyaura cross-coupling, a widely used carbon-carbon bond-forming reaction catalysed by palladium. It facilitates the efficient coupling of organoboron compounds with organic halides or pseudohalides.
Stereoselective Synthesis
It is employed in stereoselective synthesis, contributing to reactions such as palladium-catalyzed carboamination of alkenes and the kinetic resolution of various organic derivatives. These applications are crucial for constructing complex chiral molecules.
RNA Modification and Crosslinking
The compound has been utilized as an alkyl-connected crosslinking agent for RNA, specifically linking to the cytosine base via the vinyl group. This application is relevant in biochemical and molecular biology research.
Catalyst Development
Vinylboronic anhydride pyridine complex has been incorporated into polymeric precatalysts, such as Kaiser oxime resin-derived palladacycles. These systems enable recoverable and efficient Suzuki-Miyaura cross-coupling in aqueous media.
| Molecular weight | 240.67 |
|---|---|
| Empirical formula | C6H9B3O3 · C5H5N |
| Assay | 95% |
| Storage temperature | −20°C |
| Application | Reagent used for• Suzuki-Miyaura cross-coupling1,2• Stereoselective synthesis via Palladium-catalyzed carboamination3 • Alkyl-connected 2-amino-6-vinylpurine (AVP) crosslinking agent to cytosine base in RNA4 • Kaiser oxime resin-derived palladacycle as a recoverable polymeric precatalyst in Suzuki-Miyaura cross-coupling reactions in aqueous media5 • Kinetic resolution of phosphoryl and sulfonyl esters of binaphthol derivatives via Pd-catalyzed alcoholysis of their vinyl ethers6 • Stereoselective isomerization of N-allyl aziridines into Z-enamines by using rhodium hydride catalysis7• Kinetic resolution of axially chiral biaryl derivatives via palladium/chiral diamine ligand-catalyzed alcoholysis8 • Transition metal-catalyzed alkenylation of aziridines, cycloaddition and therm |
Hazard statements
- H319Causes serious eye irritation
Precautionary statements
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Flash point | 80 °C / 176 °F |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36 |
| Safety statements (S) | 26 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Vinylboronic anhydride pyridine complex used for?
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Vinylboronic anhydride pyridine complex is primarily used as a reagent in Suzuki-Miyaura cross-coupling reactions and for various stereoselective syntheses, including palladium-catalyzed carboamination and kinetic resolutions.
What are the CAS number and formula for Vinylboronic anhydride pyridine complex?
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The CAS number is 442850-89-7 and the molecular formula is C6H9B3O3 · C5H5N.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Vinylboronic anhydride pyridine complex with an assay of 95%. This product is not supplied as USP, BP, or EP grade.
What are the safety and handling precautions for this compound?
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This compound is classified as an irritant (H319). Handle with appropriate personal protective equipment, including a dust mask type N95 (US), eyeshields, and gloves. Store at -20°C.
How is Vinylboronic anhydride pyridine complex packed and exported?
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We ensure secure packing for safe handling and export, adhering to all relevant regulations for chemical shipments.
How can I request a sample or quote for this chemical?
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To request a sample or a quote, please contact our sales department via the website or your dedicated account manager.
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