Giovanelli, Riccardo
(2025)
Nickel catalysis for advanced synthetic strategies and carbon dioxide valorisation, [Dissertation thesis], Alma Mater Studiorum Università di Bologna.
Dottorato di ricerca in
Chimica, 37 Ciclo. DOI 10.48676/unibo/amsdottorato/12269.
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Abstract
The kernel of this PhD thesis is the development of new synthetic methodologies involving homogeneous nickel catalysis. The final applicative outlet of these studies has been the shifting of known paradigms in CO2 valorisation as C1 synthon and the preparation of highly valuable trifluoromethylated compounds. The projects relative to CO2 chemistry illustrated herein should open a new sight about the feasible strategic routes for introducing the CO moiety directly from CO2 for the synthesis of elaborated organic scaffolds. The developed works accounts for the preparations of ketones, lactams and lactones as representative functional groups, thus also proving the great capabilities of the catalytic platform. Nickel catalysis has also been successfully applied in the preparation of α-aryl-α-trifluoromethyl alcohols, present in approved fluorinated drugs. This latter methodology introduces for the first time the paradigms of cross electrophile couplings as innovative tools to prepare the targeted entities. Moreover, the employed N-trifluoroethoxyphtalimide is an undoubtedly advantageous surrogate of hazardous trifluoroacetaldehyde, thus posing the developed methodology on a completely new level of safety standards.
Abstract
The kernel of this PhD thesis is the development of new synthetic methodologies involving homogeneous nickel catalysis. The final applicative outlet of these studies has been the shifting of known paradigms in CO2 valorisation as C1 synthon and the preparation of highly valuable trifluoromethylated compounds. The projects relative to CO2 chemistry illustrated herein should open a new sight about the feasible strategic routes for introducing the CO moiety directly from CO2 for the synthesis of elaborated organic scaffolds. The developed works accounts for the preparations of ketones, lactams and lactones as representative functional groups, thus also proving the great capabilities of the catalytic platform. Nickel catalysis has also been successfully applied in the preparation of α-aryl-α-trifluoromethyl alcohols, present in approved fluorinated drugs. This latter methodology introduces for the first time the paradigms of cross electrophile couplings as innovative tools to prepare the targeted entities. Moreover, the employed N-trifluoroethoxyphtalimide is an undoubtedly advantageous surrogate of hazardous trifluoroacetaldehyde, thus posing the developed methodology on a completely new level of safety standards.
Tipologia del documento
Tesi di dottorato
Autore
Giovanelli, Riccardo
Supervisore
Co-supervisore
Dottorato di ricerca
Ciclo
37
Coordinatore
Settore disciplinare
Settore concorsuale
Parole chiave
CO2 valorisation, carbonylation, nickel catalysis, trifluoromethylation, carboxylation, cross-electrophile coupling
DOI
10.48676/unibo/amsdottorato/12269
Data di discussione
9 Giugno 2025
URI
Altri metadati
Tipologia del documento
Tesi di dottorato
Autore
Giovanelli, Riccardo
Supervisore
Co-supervisore
Dottorato di ricerca
Ciclo
37
Coordinatore
Settore disciplinare
Settore concorsuale
Parole chiave
CO2 valorisation, carbonylation, nickel catalysis, trifluoromethylation, carboxylation, cross-electrophile coupling
DOI
10.48676/unibo/amsdottorato/12269
Data di discussione
9 Giugno 2025
URI
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