CE07 - Chimie moléculaire

Cathodic electrosynthesis: a sustainable tool for C-C bond-forming reactions – C3Bond

Submission summary

C(sp3)?C(sp3) and C(sp3)?C(sp2) bonds are inherently omnipresent in most organic compounds. Thus, developing efficient methods for their construction represents one of the core task of organic chemists. However, in the current environmental context, innovative progress have to fulfill important criteria of sustainability that continue to challenge the creativity of scientists. In this respect, the use of electrochemistry in synthesis (electrosynthesis) is currently enjoying renewed interest and is gradually reaching the forefront of research. By using electrons as safe and traceless reagents, it provides an appealing means for the generation of open-shell reactive intermediates in an environmentally friendly fashion. The potency of this approach has been leveraged for the construction of C?C bonds as a matter of course. While anodic oxidative methods have been extensively explored, cathodic processes are nevertheless much less investigated although they can unlock new reactivity and pave the way to reaction discovery.
The C3Bond project aims at developing novel electrochemical cathodic modes of C(sp3)?C(sp3) and C(sp3)?C(sp2) bond formation by harnessing the potential of reductive and convergent paired electrolyses. As such, the radical heterodifunctionalization of alkenes as well as the challenging selective remote alkylation and arylation of normally unreactive C(sp3)-H bonds will be achieved. Importantly, this project will fit the concept of green and atom economic pathways. Last but not least, it will provide access to potentially relevant motifs such as various (hetero)cycles, functionalized (hetero)aromatic compounds and chiral unnatural aminoacids and should ultimately further confirm that electrochemistry is a valuable tool in organic synthesis.

Project coordination

Aurélie Claraz (Centre national de la recherche scientifique)

The author of this summary is the project coordinator, who is responsible for the content of this summary. The ANR declines any responsibility as for its contents.

Partner

ICSN Centre national de la recherche scientifique

Help of the ANR 197,565 euros
Beginning and duration of the scientific project: September 2022 - 48 Months

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