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  • Oxidative Addition Complexes as Precatalysts for Cross-Coupling Reactions Requiring Extremely Bulky Biarylphosphine Ligands.

Oxidative Addition Complexes as Precatalysts for Cross-Coupling Reactions Requiring Extremely Bulky Biarylphosphine Ligands.

Organic letters (2017-05-13)
Bryan T Ingoglia, Stephen L Buchwald
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
AlPhos Pd G6 OTf
Sigma-Aldrich
AlPhos Pd G6 Br
Sigma-Aldrich
tBuBrettPhos Pd G6 bromide
Sigma-Aldrich
tBuBrettPhos Pd G6 TES