Background L-Pro was previously used as an organocatalyst in the Mannich reaction under homogeneous conditions; a recoverable catalyst could be useful; this is the first report on the application of prolinated carbon dots to the Mannich reaction. Methods Prolinated carbon dots were synthesized electrochemically using a bottom-up approach; they were characterized and used in the Mannich reaction in water using only a slight excess of ketone; for a useful comparison, L-proline decorated graphene oxide was synthesized. Results The characterization of carbon dots and functionalized graphene oxide confirmed the presence of L-Pro on their surface; their use in the Mannich reaction gave good yields when carrying out the reaction in water; a possible recycle of the catalyst was demonstrated. Conclusions Both electrochemically synthesized prolinated carbon dots and prolinated graphene oxide acted as organocatalysts in the Mannich reaction. Higher yields were obtained using L-Pro-CDs obtained under galvanostatic conditions.
Organocatalyzed Mannich reaction: electrochemically synthesized prolinated carbon dots vs. prolinated graphene oxide / Bortolami, Martina; Rocco, Daniele; Simonis, Beatrice; Feroci, Marta; Vetica, Fabrizio. - In: SYNTHETIC COMMUNICATIONS. - ISSN 0039-7911. - (2023), pp. 1-17. [10.1080/00397911.2023.2241092]
Organocatalyzed Mannich reaction: electrochemically synthesized prolinated carbon dots vs. prolinated graphene oxide
Bortolami, Martina
Primo
;Rocco, Daniele;Simonis, Beatrice;Feroci, Marta;Vetica, Fabrizio
Ultimo
2023
Abstract
Background L-Pro was previously used as an organocatalyst in the Mannich reaction under homogeneous conditions; a recoverable catalyst could be useful; this is the first report on the application of prolinated carbon dots to the Mannich reaction. Methods Prolinated carbon dots were synthesized electrochemically using a bottom-up approach; they were characterized and used in the Mannich reaction in water using only a slight excess of ketone; for a useful comparison, L-proline decorated graphene oxide was synthesized. Results The characterization of carbon dots and functionalized graphene oxide confirmed the presence of L-Pro on their surface; their use in the Mannich reaction gave good yields when carrying out the reaction in water; a possible recycle of the catalyst was demonstrated. Conclusions Both electrochemically synthesized prolinated carbon dots and prolinated graphene oxide acted as organocatalysts in the Mannich reaction. Higher yields were obtained using L-Pro-CDs obtained under galvanostatic conditions.File | Dimensione | Formato | |
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Bortolami_Organocatalyzed_2023.pdf
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