Heterogeneous catalytic aziridination of styrene using transition-metal-exchanged zeolite Y

Citation
J. Gullick et al., Heterogeneous catalytic aziridination of styrene using transition-metal-exchanged zeolite Y, CATAL LETT, 75(3-4), 2001, pp. 151-154
Citations number
20
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Physical Chemistry/Chemical Physics","Chemical Engineering
Journal title
CATALYSIS LETTERS
ISSN journal
1011-372X → ACNP
Volume
75
Issue
3-4
Year of publication
2001
Pages
151 - 154
Database
ISI
SICI code
1011-372X(2001)75:3-4<151:HCAOSU>2.0.ZU;2-X
Abstract
Transition-metal-exchanged zeolite Y (Cr, Mn, Fe, Co, Ni, Cu, Zn) are compa red as catalysts for the aziridination of styrene using (N-(p-tolylsulfonyl )imino)phenyliodinane (PhI=NTs) as the nitrene precursor. The Cu-exchanged zeolite shows high levels of aziridine formation, but significant yields of aziridine are also obtained with the Cr-, Mn-, Fe- and Co-exchanged zeolit e Y. In contrast, these cations produce much lower yields of aziridine in t he corresponding homogeneously catalysed reactions. Addition of a chiral bi s-oxazoline ligand leads to a significant decrease in the yield of aziridin e for all the ion-exchanged zeolites, with the exception of the Cu-exchange d zeolite Y. Further experiments with (N-(p-nitrophenylsulfonyl)imino)pheny liodinane (PhI=NNs) as nitrene donor indicate that, in addition to Cu-excha nged zeolite Y, significant yields of the aziridine can be formed for Zn-, Mn, Fe- and Co-exchanged zeolite Y. The major by-product was benzaldehyde, probably formed by oxidation of styrene. These data confirm that Cu-exchang ed zeolite Y is the best aziridination catalyst but it is shown that other metal-exchanged zeolites are also catalytically active.