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  • A Neophyl Palladacycle as an Air- and Thermally Stable Precursor to Oxidative Addition Complexes.

A Neophyl Palladacycle as an Air- and Thermally Stable Precursor to Oxidative Addition Complexes.

Organic letters (2021-10-07)
Ryan P King, Shane W Krska, Stephen L Buchwald
ABSTRACT

The utilization of isolated Palladium Oxidative Addition Complexes (OACs) has had a significant impact on Pd-catalyzed and Pd-mediated cross-coupling reactions. Despite their importance, widespread utility of OACs has been limited by the instability of their precursor complexes. Herein, we report the use of Cámpora's palladacycle as a new, more stable precursor to Pd OACs. Using this palladacycle, a series of biarylphosphine ligated OACs, including those with pharmaceutical-derived aryl halides and relevance to bioconjugation, were prepared.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
SPhos Pd G6 acylation, ≥95%
Sigma-Aldrich
(cod)Pd(CH2CMe2C6H4), ≥95%
Sigma-Aldrich
(tBuXPhos)Pd(p-TMSCH2CH2CO2C6H4)(Br), ≥95%
Sigma-Aldrich
AdCyBrettPhos