Chemical Reviews· 2016Q1· Review
Palladium-Catalyzed Transformations of Alkyl C–H Bonds
- 2,045citations
- Q1SCImago
- 2016year
Short summary
Palladium catalysis enables the transformation of inert alkyl C–H bonds, primarily through directing group strategies that control regioselectivity and enable C-C and C-heteroatom bond formation.
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Key points
- Palladium catalysis facilitates C(sp3)–H bond activation via Pd(0)/Pd(II), Pd(II)/Pd(IV), and Pd(II)/Pd(0) redox manifolds.
- Direct alkane C–H bond activation is limited, but directing group strategies enable controlled C–C and C-heteroatom bond formation.
- Mono- and bidentate ligands improve reactivity and selectivity, including enantioselectivity, in Pd-catalyzed C–H functionalization.
AI-generated from the title and abstract; the full text is not read.
Abstract
This Review summarizes the advancements in Pd-catalyzed C(sp3)–H activation via various redox manifolds, including Pd(0)/Pd(II), Pd(II)/Pd(IV), and Pd(II)/Pd(0). While few examples have been reported in the activation of alkane C–H bonds, many C(sp3)–H activation/C–C and C–heteroatom bond forming reactions have been developed by the use of directing group strategies to control regioselectivity and build structural patterns for synthetic chemistry. A number of mono- and bidentate ligands have also proven to be effective for accelerating C(sp3)–H activation directed by weakly coordinating auxiliaries, which provides great opportunities to control reactivity and selectivity (including enantioselectivity) in Pd-catalyzed C–H functionalization reactions.
The authors' abstract, as published at the source. Chemical Reviews, 2016 · DOI ↗
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Field: Organic Chemistry
Organic ChemistryChemistry