Metal ion electrophilic catalysis (Li+ &rt; Na+ &rt;&rt; K+) has been found in ring-opening reactions of 1,2-epoxides 1-5 by metal halides MHal in ionic liquids. The results have been rationalized on the basis of a transition state where the cation M+ stabilizes the negative charge developing on the oxygen atom of the oxirane ring while favoring the nucleophilic attack at the adjacent carbon by the ion-paired anion Hal(-).
'Metal ion electrophilic catalysis' in ring-opening reactions of 1,2-epoxides by metal halides in ionic liquids / Cecilia Betti, Dario Landini, Angelamaria Maia. - In: SYNLETT. - ISSN 0936-5214. - 2006:9(2006), pp. 1335-1338.
'Metal ion electrophilic catalysis' in ring-opening reactions of 1,2-epoxides by metal halides in ionic liquids
Cecilia Betti;Dario Landini;
2006
Abstract
Metal ion electrophilic catalysis (Li+ &rt; Na+ &rt;&rt; K+) has been found in ring-opening reactions of 1,2-epoxides 1-5 by metal halides MHal in ionic liquids. The results have been rationalized on the basis of a transition state where the cation M+ stabilizes the negative charge developing on the oxygen atom of the oxirane ring while favoring the nucleophilic attack at the adjacent carbon by the ion-paired anion Hal(-).
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