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Abstract
Alginate is a polysaccharide from brown algae and is available in almost unlimited quantities at very low prices. In the presence of divalent metals, these renewable biopolymers can readily form hydrogels, solvogel, and aerogels. Alginate beads can be used as chiral heterogeneous catalysts for enantioselective reactions. A representative reaction, the Friedel-Crafts alkylation of nitroolefins with indoles, was tested in this master's thesis. Having prepared previously optimized barium alginate beads prior to the study, this study tested new substrates involving the prevalence of nitroolefins and indoles in different nitroolefins, obtaining moderate yields and good enantiomeric excesses under optimized reaction conditions.
The recyclability studies of barium alginate beads showed good stability and recyclability, with the same catalyst being used at least five times with similar results. The heterogeneity of the catalytic action was also demonstrated by the Sheldon test.
Abstract
Alginate is a polysaccharide from brown algae and is available in almost unlimited quantities at very low prices. In the presence of divalent metals, these renewable biopolymers can readily form hydrogels, solvogel, and aerogels. Alginate beads can be used as chiral heterogeneous catalysts for enantioselective reactions. A representative reaction, the Friedel-Crafts alkylation of nitroolefins with indoles, was tested in this master's thesis. Having prepared previously optimized barium alginate beads prior to the study, this study tested new substrates involving the prevalence of nitroolefins and indoles in different nitroolefins, obtaining moderate yields and good enantiomeric excesses under optimized reaction conditions.
The recyclability studies of barium alginate beads showed good stability and recyclability, with the same catalyst being used at least five times with similar results. The heterogeneity of the catalytic action was also demonstrated by the Sheldon test.
Tipologia del documento
Tesi di laurea
(Laurea magistrale)
Autore della tesi
Lin, Junnan
Relatore della tesi
Correlatore della tesi
Scuola
Corso di studio
Ordinamento Cds
DM270
Parole chiave
heterogeneous catalysis asymmetric selective catalysis alginate biopolymers polysaccharides Friedel-crafts alkylation chirality enantioselectivity asymmetric synthesis organic synthesis
Data di discussione della Tesi
22 Marzo 2023
URI
Altri metadati
Tipologia del documento
Tesi di laurea
(NON SPECIFICATO)
Autore della tesi
Lin, Junnan
Relatore della tesi
Correlatore della tesi
Scuola
Corso di studio
Ordinamento Cds
DM270
Parole chiave
heterogeneous catalysis asymmetric selective catalysis alginate biopolymers polysaccharides Friedel-crafts alkylation chirality enantioselectivity asymmetric synthesis organic synthesis
Data di discussione della Tesi
22 Marzo 2023
URI
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