Journal
/
Chemistry
/
Preparation and Use of Samarium Diiodide (SmI2) in Organic Synthesis: The Mechanistic Role of HMPA and Ni(II) Salts in the Samarium Barbier Reaction
JoVE Journal
Chemistry
This content is Free Access.
JoVE Journal Chemistry
Preparation and Use of Samarium Diiodide (SmI2) in Organic Synthesis: The Mechanistic Role of HMPA and Ni(II) Salts in the Samarium Barbier Reaction

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

DOI:
10.3791/4323-v

•

12:22 min

•

February 04, 2013

•

, ,
1Department of Chemistry,Lehigh University

Chapters

  • 00:05Title
  • 01:54Synthesis of 0.1 M Samarium Diiodide
  • 04:06Samarium Barbier Reaction-hexamethylphosphoramide (HMPA) Addition
  • 06:56Samarium Barbier Reaction-Ni(acac)2 Catalyst
  • 08:56Results: The Impact of Additives on the Mechanism of the Samarium Barbier Reaction
  • 11:51Conclusion

Summary

Automatic Translation

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.

Tags

Samarium DiiodideSmI2Organic SynthesisHMPANi(II) SaltsSamarium Barbier ReactionReagentSynthetic Organic ChemistsMolecular IodineTHFSingle Electron ReductantC-C Bond-forming ReactionsCascade ReactionsSequential ReactionsFunctional GroupsSulfoxidesSulfonesPhosphine OxidesEpoxidesAlkyl HalidesAryl HalidesCarbonylsConjugated Double BondsCosolventsAdditivesLewis BasesProton SourcesInorganic AdditivesMechanism Of SmI2 Reactions

Article

Embed

ADD TO PLAYLIST

Usage Statistics

Related Videos

check_url/4323?article_type=v

Split-and-pool Synthesis and Characterization of Peptide Tertiary Amide Library
check_url/4323?article_type=v

Amide Coupling Reaction for the Synthesis of Bispyridine-based Ligands and Their Complexation to Platinum as Dinuclear Anticancer Agents
check_url/4323?article_type=v

Synthesis and Characterization of Functionalized Metal-organic Frameworks
check_url/4323?article_type=v

Preparation and Use of Carbonyl-decorated Carbenes in the Activation of White Phosphorus
check_url/4323?article_type=v

Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
check_url/4323?article_type=v

Synthesis and Reaction Chemistry of Nanosize Monosodium Titanate
check_url/4323?article_type=v

Synthesis and Characterization of Supramolecular Colloids
check_url/4323?article_type=v

Synthesis of Protein Bioconjugates via Cysteine-maleimide Chemistry
check_url/4323?article_type=v

Synthesis of Cyclic Polymers and Characterization of Their Diffusive Motion in the Melt State at the Single Molecule Level
check_url/4323?article_type=v

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions

Read Article