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

Research output: Chapter in Book/Report/Conference proceedingConference contributionAcademic

Abstract

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.
Original languageEnglish
Title of host publicationBook of Abstracts, 210th ACS National Meeting, Chicago, IL, August 20-24
Place of PublicationChicago
PublisherAmerican Chemical Society
Pages338-339
ISBN (Print)8412-3302-0
Publication statusPublished - 1995
Event210th ACS National Meeting - Chicago, United States
Duration: 20 Aug 199524 Aug 1995

Conference

Conference210th ACS National Meeting
CountryUnited States
CityChicago
Period20/08/9524/08/95

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