Regiodivergent Radical-Relay Alkene Dicarbofunctionalization

Herein, we report a regiodivergent 1,n-dicarbofunctionalization of unactivated olefins enabled by a Ni-catalyzed radical relay that forges both C(<i>sp</i><sup>3</sup>)-C(<i>sp</i><sup>3</sup>) and C(<i>sp</i><sup>2</sup>)-C(<i>sp</i><sup>3</sup>) linkages, even at long-range. Initial studies support an intertwined scenario resulting from the merger of an atom-transfer radical addition (ATRA) and a chain-walking event, with site-selectivity being dictated by a judicious choice of the ligand backbone.

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Publication Details

Journal
Journal of the American Chemical Society
Published
2024-10-10
DOI
https://doi.org/10.1021/jacs.4c10204
Citations
16
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
4.00

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article

Regiodivergent Radical-Relay Alkene Dicarbofunctionalization

Rubén Martı́n, Z.H. Liu, Francesco D’Amico
16 citations
Journal of the American Chemical Society
Catalytic C–H Functionalization Methods
4.00
article

Regiodivergent Radical-Relay Alkene Dicarbofunctionalization

Rubén Martı́n, Z.H. Liu, Francesco D’Amico
article en
16 citations

Abstract

Herein, we report a regiodivergent 1,n-dicarbofunctionalization of unactivated olefins enabled by a Ni-catalyzed radical relay that forges both C(<i>sp</i><sup>3</sup>)-C(<i>sp</i><sup>3</sup>) and C(<i>sp</i><sup>2</sup>)-C(<i>sp</i><sup>3</sup>) linkages, even at long-range. Initial studies support an intertwined scenario resulting from the merger of an atom-transfer radical addition (ATRA) and a chain-walking event, with site-selectivity being dictated by a judicious choice of the ligand backbone.

Journal of the American Chemical SocietyVol. 146(42)
University of Siena (IT), Institució Catalana de Recerca i Estudis Avançats (ES), Institut Català d'Investigació Química (ES)
Ministerio de Ciencia, Innovación y Universidades, European Commission, Institut Català d'Investigació Química, HORIZON EUROPE Marie Sklodowska-Curie Actions
Openalex Percentile: Top 5%
Catalytic C–H Functionalization Methods
4.00
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