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- W3008599319 abstract "Cross-electrophile coupling (XEC) of alkyl and aryl halides promoted by electrochemistry represents an attractive alternative to conventional methods that require stoichiometric quantities of high-energy reductants. Most importantly, electroreduction can readily exceed the reducing potentials of chemical reductants to activate catalysts with improved reactivities and selectivities over conventional systems. This work details the mechanistically-driven development of an electrochemical methodology for XEC that utilizes redox-active shuttles developed by the energy-storage community to protect reactive coupling catalysts from overreduction. The resulting electrocatalytic system is practical, scalable, and broadly applicable to the reductive coupling of a wide range of aryl, heteroaryl, or vinyl bromides with primary or secondary alkyl bromides. The impact of overcharge protection as a strategy for electrosynthetic methodologies is underscored by the dramatic differences in yields from coupling reactions with added redox shuttles (generally >80%) and those without (generally <20%). In addition to excellent yields for a wide range of substrates, reactions protected from overreduction can be performed at high currents and on multigram scales." @default.
- W3008599319 created "2020-03-06" @default.
- W3008599319 creator A5046780195 @default.
- W3008599319 creator A5055743759 @default.
- W3008599319 creator A5071589779 @default.
- W3008599319 date "2020-02-29" @default.
- W3008599319 modified "2023-10-06" @default.
- W3008599319 title "General C(sp<sup>2</sup>)–C(sp<sup>3</sup>) Cross-Electrophile Coupling Reactions Enabled by Overcharge Protection of Homogeneous Electrocatalysts" @default.
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- W3008599319 doi "https://doi.org/10.1021/jacs.0c01475" @default.
- W3008599319 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/32115939" @default.
- W3008599319 hasPublicationYear "2020" @default.
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