Continuous flow heterogeneous asymmetric cyclopropanations catalysed by supported hydrogen-bonded (SHB) chiral copper(I) complexes of pyridine containing tetraazamacrocyclic ligands Pc-L-star using CO2 as a transport vector are described. The catalytic system showed high stability and good recyclability without loss of activity for at least 24 h in CO2 and catalyst turnover numbers up to 440 were obtained with excellent conversion (up to 99%) and high selectivity (up to 88%). No leaching of copper was observed. Cyclopropane products from both aromatic and aliphatic olefins were obtained in good yields with enantiomeric excesses up to 72%.

Continuous flow asymmetric cyclopropanation reactions using Cu(I) complexes of Pc-L-star ligands supported on silica as catalysts with carbon dioxide as a carrier

Dal Santo Vladimiro;Psaro Rinaldo;
2014

Abstract

Continuous flow heterogeneous asymmetric cyclopropanations catalysed by supported hydrogen-bonded (SHB) chiral copper(I) complexes of pyridine containing tetraazamacrocyclic ligands Pc-L-star using CO2 as a transport vector are described. The catalytic system showed high stability and good recyclability without loss of activity for at least 24 h in CO2 and catalyst turnover numbers up to 440 were obtained with excellent conversion (up to 99%) and high selectivity (up to 88%). No leaching of copper was observed. Cyclopropane products from both aromatic and aliphatic olefins were obtained in good yields with enantiomeric excesses up to 72%.
2014
Istituto di Scienze e Tecnologie Molecolari - ISTM - Sede Milano
Inglese
16
6
3202
3209
8
http://pubs.rsc.org/en/content/articlelanding/2014/gc/c4gc00119b#!divAbstract
Sì, ma tipo non specificato
CONTAINING MACROCYCLIC LIGANDS
SITE HETEROGENEOUS CATALYSTS
LIQUID-PHASE
L-ASTERISK
HYDROGENATI
DESIGN
SYSTEMS
6
info:eu-repo/semantics/article
262
Castano, Brunilde; Gallo, Emma; ColeHamilton David, J; DAL SANTO, Vladimiro; Psaro, Rinaldo; Caselli, Alessandro
01 Contributo su Rivista::01.01 Articolo in rivista
open
File in questo prodotto:
File Dimensione Formato  
prod_287052-doc_82390.pdf

accesso aperto

Descrizione: Green_Chem_2014_16_3202
Dimensione 447.3 kB
Formato Adobe PDF
447.3 kB Adobe PDF Visualizza/Apri

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/222848
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus ND
  • ???jsp.display-item.citation.isi??? 32
social impact