Aldrich

Bis(pinacolato)diboron

473294 -

99%

DOWNLOAD MSDS (PDF)

Synonym: 4,4,4′,4′,5,5,5′,5′-Octamethyl-2,2′-bi-1,3,2-dioxaborolane

Properties

Related CategoriesBoronic Acids and Derivatives, Borylation Reagents, Organometallic Reagents
assay99%
mp137-140 °C(lit.)

Description

Application

Reagent used for the cis-vicinal diborylation of acetylenes and olefins with Pt catalysis; borylation of aromatics by Pd catalysis.1

Substrate used in a new palladium-catalyzed cyclization of 1,6-enynes leading to homoallylic alkylboronates.

Used to construct a tetramethylpyrrolidine nitroxide scaffold for the synthesis of paramagnetic heterocycles by Suzuki coupling.

Packaging

1, 5, 25, 100, 500 g in glass btl

Price and Availability


Documents

Certificate of Analysis

Certificate of Origin

Aryl Boronic Acids (1 MB )
ChemFiles Vol 7 No 7 (1 MB )
Structure Search
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Safety Information

Personal Protective EquipmentEyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
WGK Germany3
Technical information & documentation associated with this product is available in the Safety & Documentation tab.

Articles

Boronic Acids

Most boronic acids readily undergo dehydration reactions to give a cyclic (trimer) anhydride. Our selection of boronic acids may contain varying amounts of this cyclic anhydride. Fortunately, the aci...
Aldrich ChemFiles 2007, 7.7, 3.
Keywords: Coupling reactions, Dehydration reaction, Suzuki coupling

Diboron Esters

The following diboron esters are highly versatile reagents that couple with organic triflates2 and halides3 to give the corresponding boronic esters, which are readily converted to arylboronic acids....
Chemfiles Volume 4 Article 2
Keywords: Combinatorial synthesis, Coupling reactions, Suzuki coupling

Ir(I)-Catalyzed C–H Borylation

Arylboronic acids and esters are invaluable tools for the chemical community. These powerful reagents are used for a variety of transformations, most notably the Suzuki-Miyaura cross-coupling reactio...
Josephine Nakhla
Chemfiles Volume 11 Article 1
Keywords: Catalysis, Coupling reactions, Cross couplings, Infrared spectroscopy, PAGE

References

1. Synlett 15, 2442-2443, (2003)

Chemtracts 13, 219-222, (2000)

Synthesis, 2573, (2006)

J. Am. Chem. Soc. 129, 1874, (2007) Abstract

Synthesis, 2573, (2006)

Merck 14,1300


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