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Preparation and Use of Samarium Diiodide (SmI2) in Organic Synthesis
 

Preparation and Use of Samarium Diiodide (SmI2) in Organic Synthesis: The Mechanistic Role of HMPA and Ni(II) Salts in the Samarium Barbier Reaction

Article DOI: 10.3791/4323-v • 12:22 min • February 4th, 2013
February 4th, 2013 •
1, 1, 1
1Department of Chemistry, Lehigh University

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résumé
Automatic Translation

A straightforward procedure for the preparation of samarium diiodide (SmI2) in THF is described. The role of two main additives namely hexamethylphosphoramide (HMPA) and Ni(acac)2 in Sm mediated reactions is demonstrated in the Sm-Barbier reaction.

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Samarium Diiodide SmI2 Organic Synthesis HMPA Ni(II) Salts Samarium Barbier Reaction Reagent Synthetic Organic Chemists Molecular Iodine THF Single Electron Reductant C-C Bond-forming Reactions Cascade Reactions Sequential Reactions Functional Groups Sulfoxides Sulfones Phosphine Oxides Epoxides Alkyl Halides Aryl Halides Carbonyls Conjugated Double Bonds Cosolvents Additives Lewis Bases Proton Sources Inorganic Additives Mechanism Of SmI2 Reactions
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