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Letter

Influence of HMPA on Reducing Power and Reactivity of SmBr₂

Supporting Info

Brian W. Knettle and Robert A. Flowers, II*

Department of Chemistry, University of Toledo, Toledo, Ohio 43606

Org. Lett., 2001, 3 (15), pp 2321–2324

DOI: 10.1021/ol0160957

Publication Date (Web): June 27, 2001

Correspondence after July 1, 2001 should be sent to: Department of Chemistry and Biochemistry, Texas Tech University, Box 41061, Lubbock, TX 79409-1061.

, rflower@uoft02.utoledo.edu

Abstract

Addition of HMPA to SmBr₂ in THF produces a reactant with an estimated redox potential of −2.63 ± 0.01 V (vs Ag/AgNO₃). This powerful reductant is capable of reducing ketimines and alkyl chlorides at room temperature. Although the structure of the reductant has not been established, it is nonetheless a powerful addition to the arsenal of samarium-based reductants currently utilized.

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Published In Issue July 26, 2001
Received May 10, 2001

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Letter

Influence of HMPA on Reducing Power and Reactivity of SmBr₂