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

Gullick, John, Taylor, Sophia, Kerton, Owain, McMorn, Paul, King, Frank, Hancock, Frederick E., Bethell, Donald, Bulman Page, Philip C. and Hutchings, Graham J. (2001) Heterogeneous catalytic aziridination of styrene using transition-metal-exchanged zeolite Y. Catalysis Letters, 75 (3-4). pp. 151-154. ISSN 1011-372X

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Transition-metal-exchanged zeolite Y (Cr, Mn, Fe, Co, Ni, Cu, Zn) are compared 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 zeolite Y. In contrast, these cations produce much lower yields of aziridine in the corresponding homogeneously catalysed reactions. Addition of a chiral bis-oxazoline ligand leads to a significant decrease in the yield of aziridine for all the ion-exchanged zeolites, with the exception of the Cu-exchanged zeolite Y. Further experiments with (N-(p-nitrophenylsulfonyl)imino)phenyliodinane (PhI=NNs) as nitrene donor indicate that, in addition to Cu-exchanged 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-exchanged zeolite Y is the best aziridination catalyst but it is shown that other metal-exchanged zeolites are also catalytically active.

Item Type: Article
Uncontrolled Keywords: aziridination,olefins,bis(oxazoline)-modified,alkenes,alkenes,iodosylbenzene,zeolite y,manganese,epoxidation,iron,asymmetric catalysis
Faculty \ School: Faculty of Science > School of Chemistry
Depositing User: Rachel Smith
Date Deposited: 21 Jun 2011 11:30
Last Modified: 24 Oct 2022 03:38
URI: https://ueaeprints.uea.ac.uk/id/eprint/32824
DOI: 10.1023/A:1016739904897

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