A chiral organocatalytic polymer-based monolithic reactor (Articolo in rivista)

Type

• Articolo in rivista (Classe)
• Prodotto della ricerca (Classe)

Label

• A chiral organocatalytic polymer-based monolithic reactor (Articolo in rivista) (literal)

Anno

• 2014-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

• 10.1039/c4gc00031e (literal)

Alternative label

• Chiroli, Valerio; Benaglia, Maurizio; Puglisi, Alessandra; Porta, Riccardo; Jumde, Ravindra P.; Mandoli, Alessandro (2014)
  A chiral organocatalytic polymer-based monolithic reactor
  in Green chemistry (Print)
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• Chiroli, Valerio; Benaglia, Maurizio; Puglisi, Alessandra; Porta, Riccardo; Jumde, Ravindra P.; Mandoli, Alessandro (literal)

Pagina inizio

• 2798 (literal)

Pagina fine

• 2806 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

• 16 (literal)

Rivista

• Green chemistry (Rivista)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali

• 9 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo

• 5 (literal)

Note

• ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• University of Milan; University of Pisa; ISTM CNR (literal)

Titolo

• A chiral organocatalytic polymer-based monolithic reactor (literal)

Abstract

• Radical copolymerisation of divinylbenzene and a properly modified enantiomerically pure imidazolidinone inside a stainless steel column in the presence of dodecanol and toluene as porogens afforded the first example of a chiral organocatalyst immobilized onto a monolithic reactor. Organocatalyzed cycloadditions between cyclopentadiene and cinnamic aldehyde were performed under continuous-flow conditions; by optimizing the experimental set up, excellent enantioselectivities (90% ee at 25 degrees C) and high productivities (higher than 330) were obtained, thus showing that a catalytic reactor may work efficiently to continuously produce enantiomerically enriched compounds. The same catalytic reactor was also employed to carry out three different stereoselective transformations in continuo, sequentially, inside the chiral column (Diels-Alder, 1,3-dipolar nitrone-olefin cycloaddition, and Friedel-Crafts alkylation); excellent results were obtained in the case of the former two reactions (up to 99% yield, 93% ee and 71% yield, 90% ee, at 25 degrees C, respectively). In addition to simplify the product recovery, the monolithic reactor performed better than the same supported organocatalyst in a stirred flask and could be kept working continuously for more than 8 days. (literal)

Prodotto di

• Istituto di scienze e tecnologie molecolari (ISTM) (Istituto)
• Catalizzatori per la produzione chemo-, regio- e stereoselettiva di fine chemicals (PM.P03.002.002) (Modulo)

Autore CNR

• ALESSANDRA PUGLISI (Unità di personale esterno)
• MAURIZIO BENAGLIA (Persona)
• ALESSANDRO MANDOLI (Persona)

Incoming links:

Prodotto

• Istituto di scienze e tecnologie molecolari (ISTM) (Istituto)
• Catalizzatori per la produzione chemo-, regio- e stereoselettiva di fine chemicals (PM.P03.002.002) (Modulo)

Autore CNR di

• MAURIZIO BENAGLIA (Persona)
• ALESSANDRA PUGLISI (Unità di personale esterno)
• ALESSANDRO MANDOLI (Persona)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• Green chemistry (Rivista)