Synthesis of Periphery-Functionalized Dendritic Molecules Using Polylithiated Dendrimers as Starting Material

Peter Wijkens, Johann T. B. H. Jastrzebski, Paul A. van der Schaaf, R. Kolly, Andreas Hafner, Gerard van Koten

Organic Letters · 2000 · 62 citations · 7 references

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Abstract

A general method for the functionalization of Si-Cl terminated carbosilane dendritic molecules via organolithium or organomagnesium reagents is described. Quantitative exchange of the bromine atoms of 4-bromophenyl-functionalized dendrimers affords polylithiated species that are valuable starting materials for further functionalization, e.g., into pyridyl alcohols. The latter were successfully applied as catalyst precursors in a ruthenium-mediated ring-closure metathesis reaction.

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