ETD

Archivio digitale delle tesi discusse presso l'Università di Pisa

Tesi etd-09262013-014247


Tipo di tesi
Tesi di laurea magistrale
Autore
LEONCINI, ANDREA
URN
etd-09262013-014247
Titolo
Supported chiral proline and pyrrolidine organocatalysts for enantioselective C-C bond formation reactions.
Dipartimento
CHIMICA E CHIMICA INDUSTRIALE
Corso di studi
CHIMICA
Relatori
relatore Mandoli, Alessandro
Parole chiave
  • chimica organica
  • catalisi
  • reazioni a flusso
  • stereoselettività
Data inizio appello
15/10/2013
Consultabilità
Completa
Riassunto
This work has been aimed to the study of insoluble polymer-bound (IPB) chiral organocatalysts to be used under continuous flow or batch conditions for enantioselective transformations. For the preparation of IPB chiral organocatalysts inside microreactors two different strategies were taken into consideration: (a) bottom-up approach, where proline derivatives were supported by CuAAC on methacrylic polymer brushes, grown by atom transfer radical polymerization (ATRP) on the inner walls of a microchip; (b) copolymerization of proline-bearing styrenic monomer with styrene and divinylbenzene (DVB) to produce a resin monolith within an empty HPLC column.
For the use in batch reactions we developed a novel pyrrolidine-sulfonamide organocatalyst supported by CuAAC on commercial Merrifield resin.
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