C-H activation has emerged as one of the most efficient tools for the formation of carbon–carbon and carbon–heteroatom bonds, avoiding the use of prefunction- alized materials. In spite of tremendous progress in the field, stoichiometric quantities of toxic and/or costly chemical redox reagents, such as silver(I) or copper(II) salts, are largely required for oxidative C-H activations. Recently, electrosyn- thesis has experienced a remarkable renaissance that ena- bles the use of storable, safe and waste-free electric current as a redox equivalent. While major recent momentum was gained in electrocatalyzed C-H activations by 4d and 5d metals, user-friendly and inexpensive nickela-electrocatalysis has until recently proven elusive for oxidative C-H activations. Herein, the early developments of nickela-electrocatalyzed reductive cross-electrophile couplings as well as net- redox-neutral cross-couplings are first introduced. The focus of this Minireview is, however, the recent emergence of nickel-catalyzed electrooxidative C-H activations until April 2020.

Evolution of High‐Valent Nickelaelectro‐Catalyzed C–H Activation: From Cross (‐Electrophile)‐Couplings to Electrooxidative C–H Transformations

Del Vecchio A
Writing – Original Draft Preparation
;
2020-01-01

Abstract

C-H activation has emerged as one of the most efficient tools for the formation of carbon–carbon and carbon–heteroatom bonds, avoiding the use of prefunction- alized materials. In spite of tremendous progress in the field, stoichiometric quantities of toxic and/or costly chemical redox reagents, such as silver(I) or copper(II) salts, are largely required for oxidative C-H activations. Recently, electrosyn- thesis has experienced a remarkable renaissance that ena- bles the use of storable, safe and waste-free electric current as a redox equivalent. While major recent momentum was gained in electrocatalyzed C-H activations by 4d and 5d metals, user-friendly and inexpensive nickela-electrocatalysis has until recently proven elusive for oxidative C-H activations. Herein, the early developments of nickela-electrocatalyzed reductive cross-electrophile couplings as well as net- redox-neutral cross-couplings are first introduced. The focus of this Minireview is, however, the recent emergence of nickel-catalyzed electrooxidative C-H activations until April 2020.
2020
Zhang, Sk; Samanta, Rc; Del Vecchio, A; Ackermann, L.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/1213163
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