Electrochemical Nickel-Catalyzed C(sp<sup>2</sup>)-H Functionalization of Tropones with Aldehydes
A direct electroreductive functionalization of tropones employing aldehydes as alkylating agents is reported. This C(sp2)-H functionalization process leverages the mediation of electroactive nickel complexes, enabling a wide range of both native and substituted tropones (44 examples) to be alkylated selectively at the α-position in high yields (up to 90%). Combined elec-trochemical, spectroelectrochemical and computational analyses disclosed the whole mechanistic pathway and revealed the key role played by reduced Ni complexes in activating the tropone core toward condensation with the aldehydes
Authors
- Sofia Kiriakidi (ORCID: https://orcid.org/0000-0003-2509-3277)
- Giulio Bertuzzi (ORCID: https://orcid.org/0000-0003-4090-8462)
- Andrea Brunetti (ORCID: https://orcid.org/0009-0002-6915-1918)
- Chiara Zanardi (ORCID: https://orcid.org/0000-0002-2091-3398)
- Carlos Silva López (ORCID: https://orcid.org/0000-0003-4955-9844)
- Marco Bandini (ORCID: https://orcid.org/0000-0001-9586-3295)
- Mauro Garbini
- Giulia Monda
Institutions
- Ca' Foscari University of Venice (IT)
- Institute of Organic Synthesis and Photoreactivity (IT)
- National Research Council (IT)
- Universidade de Vigo (ES)
- University of Bologna (IT)
Publication Details
- Journal
- ACS Catalysis
- Published
- 2025-02-07
- DOI
- https://doi.org/10.1021/acscatal.4c07120
- Citations
- 4
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 3.74
Funders
- Ministero dell’Istruzione, dell’Università e della Ricerca
- Università di Bologna
- Xunta de Galicia