The electrochemical carboxylation of Morita-Baylis-Hillman (MBH) acetates with CO2 is presented. The process proceeds in the absence of transition metal catalysts and relies on the cathodic reduction of MBH acetates to generate nucleophilic anions able to trap low-pressure CO2. Valuable succinate derivatives are obtained (20 examples) in high yields (up to 90%) and high functional group tolerance. A remarkable substrate controlled (electronic nature) regioselectivity of the transformation was documented along with a mechanistic rationale based on control experiments.

Brunetti A., Bertuzzi G., Bandini M. (2023). Catalyst- and Additive-Free Electrochemical CO2 Fixation into Morita-Baylis-Hillman Acetates. SYNTHESIS, 55, 3047-3055 [10.1055/a-2029-0488].

Catalyst- and Additive-Free Electrochemical CO2 Fixation into Morita-Baylis-Hillman Acetates

Brunetti A.
Membro del Collaboration Group
;
Bertuzzi G.
Methodology
;
Bandini M.
Conceptualization
2023

Abstract

The electrochemical carboxylation of Morita-Baylis-Hillman (MBH) acetates with CO2 is presented. The process proceeds in the absence of transition metal catalysts and relies on the cathodic reduction of MBH acetates to generate nucleophilic anions able to trap low-pressure CO2. Valuable succinate derivatives are obtained (20 examples) in high yields (up to 90%) and high functional group tolerance. A remarkable substrate controlled (electronic nature) regioselectivity of the transformation was documented along with a mechanistic rationale based on control experiments.
2023
Brunetti A., Bertuzzi G., Bandini M. (2023). Catalyst- and Additive-Free Electrochemical CO2 Fixation into Morita-Baylis-Hillman Acetates. SYNTHESIS, 55, 3047-3055 [10.1055/a-2029-0488].
Brunetti A.; Bertuzzi G.; Bandini M.
File in questo prodotto:
File Dimensione Formato  
Catalyst and additive free (revision_open)....pdf

accesso riservato

Descrizione: Main manuscript
Tipo: Postprint
Licenza: Licenza per accesso riservato
Dimensione 972.25 kB
Formato Adobe PDF
972.25 kB Adobe PDF   Visualizza/Apri   Contatta l'autore
Catalyst and additive free..(SI)...pdf

accesso aperto

Descrizione: Supporting information
Tipo: File Supplementare
Licenza: Licenza per accesso libero gratuito
Dimensione 4.03 MB
Formato Adobe PDF
4.03 MB Adobe PDF Visualizza/Apri

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/946553
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 7
  • ???jsp.display-item.citation.isi??? 7
social impact