Cross-dehydrogenative N–N couplings. Issue 43 (19th October 2021)

• Record Type: Journal Article
• Authors: Tabey, Alexis; Vemuri, Pooja Y.; Patureau, Frederic W.
• Is Part Of: Chemical science. Volume 12:Issue 43(2021)
• Page Start: 14343
• Page End: 14352
• Publication Date: 2021-10-19
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d1sc03851f
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : For more than a century, the dehydrogenative formation of N–N bonds has remained mostly confidential. Several cross-dehydrogenative N–N coupling methods have appeared recently, promising a soon to come broad applicability of the concept. Abstract : The relatively high electronegativity of nitrogen makes N–N bond forming cross-coupling reactions particularly difficult, especially in an intermolecular fashion. The challenge increases even further when considering the case of dehydrogenative N–N coupling reactions, which are advantageous in terms of step and atom economy, but introduce the problem of the oxidant in order to become thermodynamically feasible. Indeed, the oxidizing system must be designed to activate the target N–H bonds, while at the same time avoid undesired N–N homocoupling as well as C–N and C–C coupled side products. Thus, preciously few intermolecular hetero N–N cross-dehydrogenative couplings exist, in spite of the central importance of N–N bonds in organic chemistry. This review aims at analyzing these few rare cases and provides a perspective for future developments.