6533b85ffe1ef96bd12c23ec

RESEARCH PRODUCT

ChemInform Abstract: Multifaceted Palladium Catalysts Towards the Tandem Diboration-Arylation Reactions of Alkenes.

Dirk PennoVanesa LilloM. Angeles UbedaIgor O. KoshevoyPascual LahuertaMercedes SanauElena Fernández

subject

chemistry.chemical_classificationchemistryCascade reactionTandemAlkeneYield (chemistry)Nanoparticlechemistry.chemical_elementGeneral MedicineCombinatorial chemistryAdductPalladiumCatalysis

description

Novel Pd(2) (6+) compounds have been synthesized in high yield. These compounds and their Pd(2) (4+) counterparts as synthetic precursors mediate the diboration of vinylarenes and aliphatic 1-alkenes, and under mild and basic reaction conditions they produce a variety of 1,2-diboronate esters with excellent conversions and chemoselectivities. The presence of bis(catecholato)diboron (B(2)cat(2)) favours the reduction of Pd(III) to Pd(II), while the catalytic precursor of Pd(II) is transformed into Pd(0)-nanoparticles. An "in situ" catalytic tandem reaction has been designed to transform the diboronate intermediates into the monoarylated product, which after oxidative workup, provides the carbohydroxylated adduct. Eventually, the same catalyst performs both sequences with total conversion from the alkene.

https://doi.org/10.1002/chin.200914074