In recent years, there has been increasing recognition that high-valent PdIV complexes can offer several advantages over low-valent PdII complexes in catalysis including enhanced substrate scope, milder reaction conditions, and improved selectivities. This unique reactivity has seen application in synthetically useful PdII-catalyzed C(sp3)-heteroatom bond-forming processes such as ligand directed C-H bond functionalization.Despite the numerous examples of C(sp3)-heteroatom bond-forming reductive elimination reactions from putative PdIV intermediates, detailed studies investigating the viability and mechanism of these transformations are scarce. Here, we report a mechanistic study of the competition between C(sp3)-O and C(sp3)-F bond-forming reductive elimination from synthesized PdIV complexes, in which the factors and pathways that control C-O vs C-F coupling are discussed in detail.

Competition between C(sp<sup>3</sup>)-O and C(sp<sup>?3</sup>)-F reductive elimination from Pd(IV) complexes

248th National Meeting (2014)

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Competition between C(sp3)-O and C(sp?3)-F reductive elimination from Pd(IV) complexes

Competition between C(sp³)-O and C(sp^?3)-F reductive elimination from Pd(IV) complexes