Dendrimers as chiral catalysts?; A critical note

M.S.T.H. Hovens, J.F.G.A. Jansen, J.A.J.M. Vekemans, E.W. Meijer

Onderzoeksoutput: Hoofdstuk in Boek/Rapport/CongresprocedureConferentiebijdrageAcademic


The possibility of using dendrimers as carriers for chiral ligands in the diethylzinc addn. to benzaldehyde is investigated with poly(propylene imine) based dendrimers. Optically active b-amino alcs. at the periphery are prepd. by the addn. of R-styrene oxide to the primary amine end groups. High chem. yields of 1-Ph propanol are obtained for all generations. However, the enantiomeric excess of the product decreases from 11% to 0% by increasing the generations and hence the no. of chiral end groups from 1 to 64. The decrease in enantiomeric excess is explained by an increase of d. of chiral end groups, which results in several frozen-in conformations. The close packing in the shell of a dendrimer thus results in a multi-site catalyst.
Originele taal-2Engels
TitelBook of Abstracts, 210th ACS National Meeting, Chicago, IL, August 20-24
Plaats van productieChicago
UitgeverijAmerican Chemical Society
ISBN van geprinte versie8412-3302-0
StatusGepubliceerd - 1995
Evenement210th ACS National Meeting - Chicago, Verenigde Staten van Amerika
Duur: 20 aug 199524 aug 1995


Congres210th ACS National Meeting
LandVerenigde Staten van Amerika
Ander210th ACS National Meeting, Chicago, IL, August 20-24

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