In this report, we describe the application of palladium-based oxidative addition complexes (OACs) as effective precatalysts for C–N, C–O, and C–F cross-coupling reactions with a variety of (hetero)arenes. These complexes offer a convenient alternative to previously developed classes of precatalysts, particularly in the case of the bulkiest biarylphosphine ligands, for which palladacycle-based precatalysts do not readily form. The precatalysts described herein are easily prepared and stable to long term storage under air.
Intramolecular amination of organoboronates
occurs with a 1,2-metalate
shift of an aminoboron “ate” complex to form azetidines,
pyrrolidines, and piperidines. Bis(boronates) undergo site-selective
amination to form boronate-containing azacycles. Enantiomerically
enriched azacycles are formed with high stereospecificity.
A rearrangement reaction of biarylphosphine-supported Pd(II) complexes was employed to synthesize 1,3,5triaryl 2,4,6-triisopropylbenzene compounds, a class of molecules that has not previously been reported. The strain of the central hexasubstituted ring was investigated via X-ray crystallography.
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<p>A rearrangement reaction of biarylphosphine-supported
Pd(II) complexes was employed to synthesize 1,3,5-triaryl 2,4,6-triisopropylbenzene
compounds, a class of molecules that has not previously been reported. The
strain of the central hexasubstituted ring was investigated via X-ray
crystallography.</p>
</div>
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