(Matrix presented) Imidazolinium salts and their N-heterocyclic carbene (NHC) derivatives catalyze the alkylation of a variety of meso epoxides in the presence of triethylaluminum (yield = 70-90%), under mild conditions. Imidazolinium salts are better catalysts than their NHC derivatives but can lead to dimerization side reactions under extended reaction time. Preformed NHC·AIEt3 complexes and Wanzlick-type olefins, which are dimers of free NHCs, are also catalysts for this reaction.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry