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Current-controlled nickel-catalyzed multi-electrophile electroreductive cross-coupling.
- Source :
-
Green Chemistry . 2/21/2023, Vol. 25 Issue 4, p1522-1529. 8p. - Publication Year :
- 2023
-
Abstract
- The electroreductive cross-electrophile coupling which has emerged as a powerful, green and efficient method for constructing challenging C–C bonds has attracted increasing attention from organic chemists. Most of the previous works focus on direct two-electrophile cross-coupling. In this work, the nickel-catalyzed three-electrophile electroreductive cross-electrophile coupling which offers direct convergent synthesis to target molecules from easily-available and cheap substrates has been developed. A wide range of alkyl aryl ketones are accessed from alkyl halides, aryl iodides and propyl chloroformate under mild conditions, avoiding the use of over-stoichiometric reductants, excess quantities of additives and activators, and superstoichiometric CO gas or metal carbonyl complexes which are toxic, environmentally unfriendly and can be inconvenient to handle. The scale-up experiment indicates the good scalability of electrosynthesis compared to traditional synthesis. High chemo-selectivity can be achieved through an increase in the current. Mechanistic investigation suggests that the electron transfer rate from the cathode to Ni catalysts plays a vital role in this protocol. Our approach demonstrates a novel electrochemical selectivity-controlled strategy in cross-electrophile coupling. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 14639262
- Volume :
- 25
- Issue :
- 4
- Database :
- Academic Search Index
- Journal :
- Green Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 161987126
- Full Text :
- https://doi.org/10.1039/d2gc04427g