Open AccessA Neophyl Palladacycle as an Air- and Thermally Stable Precursor to Oxidative Addition Complexes
Author(s) -
Ryan P. King,
Shane W. Krska,
Stephen L. Buchwald
Publication year - 2021
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.1c02307
Subject(s) - chemistry , bioconjugation , palladium , oxidative phosphorylation , aryl , oxidative addition , catalysis , combinatorial chemistry , halide , organic chemistry , biochemistry , alkyl
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.