Dirhodium(II)-Mediated Alkene Epoxidation with Iodine(III) Oxidants
Dirhodium(II) complexes and iodine(III) oxidants have found useful applications in synthetic nitrene chemistry. In this study, the combination of the dirhodium(II) complex Rh2(tpa)4 (tpa = triphenylacetate) with the iodine(III) oxidant PhI(OPiv)2 is shown to promote the epoxidation of alkenes in the presence of 2 equivalents of water. The reaction can be applied to diversely substituted alkenes and the corresponding epoxides are isolated with yields of up to 90%. A possible mechanism involves the dirhodium(II) complex as a Lewis acid species that would tune the oxidizing character of the iodine(III) reagent.
Références
- Titre
- Dirhodium(II)-Mediated Alkene Epoxidation with Iodine(III) Oxidants
- Type de publication
- Article de revue
- Année de publication
- 2018
- Auteurs
- Nasrallah, Ali, Grelier Gwendal, Lapuh Maria Ivana, Duran Fernando J., Darses Benjamin, and Dauban Philippe
- Revue
- European Journal of Organic Chemistry
- Start Page
- 5836
- Pagination
- 5836-5842
- Mots-clés
- Alkenes Epoxidation hypervalent iodine Lewis acids Rhodium
Soumis le 2 octobre 2018