Bis(pinacolato)diboron #CAS73183-34-3

Bis(pinacolato)diboron #CAS73183-34-3

Bis(pinacolato)diboron is a white crystal powder, It is commonly used coupling reagent.

High melting point, highly stable to water and air in white to off-white crystalline solids. Due to the presence of a covalent boron-boron bond in its molecule and each boron atom coordinating with two electron-rich furfural oxygen atoms, it not only avoids the weakness of easily being attacked by nucleophilic water in empty orbitals, but also exhibits excellent water-oxygen stability at room temperature or even under mild heating conditions. The core chemical activity of this compound lies in the fact that its covalent boron-boron bond can undergo isomerization or homomerization under the activation of palladium, copper or transition metal catalysts, efficiently and selectively undergo boration addition to alkenes, alkynes, or undergo electrophilic indirect boronation (Miyaura boronation reaction) with aryl/alkyl halides (and leaving groups such as trifluoromethanesulfonic acid esters). This reaction can convert ordinary halogenated hydrocarbons in situ into aromatic or aliphatic furfural borates with high chemical selectivity and subsequent coupling activity under very mild conditions without damaging sensitive functional groups; moreover, this reagent has excellent acid-base resistance and resistance to routine oxidation stability. It can be sealed and stored in a dry and dark environment at room temperature to maintain its excellent boronation catalytic reaction activity for a long time.

Application Of Bis(pinacolato)diboron

It is a colourless solid that is soluble in organic solvents. It is a commercially available reagent for making pinacol boronic esters for organic synthesis. Unlike some other diboron compounds, B2pin2 is not moisture-sensitive and can be handled in air.

Reagent used for the synthesis of aryl, alkenyl, allyl and alkylboronic esters.

Reagent used for the borylation of an α,β-unsaturated ketones.

Reagent used for the synthesis of precursors for conducting polymers.

Reagent used for the synthesis of in vivo fluorescent probes.

Reagent used for the diborylation of alkynes. 

suzuki reaction

Bis(pinacolato)diboron is used as a condensation agent in the preparation poly(arylene)s. Bis(pinacolato)diboron is an organoboranate with potential use as matrix metallo-proteinase (MMP-2) inhibitor.

As a boron source in Pt-mediated diborations, coupling reactions; in Rh-or Ir-mediated borylations of alkanes and arenes, and in carbenoid chemistry.

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