Stannyl-Lithium: A Facile and Efficient Synthesis Facilitating Further Applications

J Am Chem Soc. 2015 Aug 26;137(33):10488-91. doi: 10.1021/jacs.5b06587. Epub 2015 Aug 12.

Abstract

We have developed a highly efficient, practical, polycyclic aromatic hydrocarbon (PAH)-catalyzed synthesis of stannyl lithium (Sn-Li), in which the tin resource (stannyl chloride or distannyl) is rapidly and quantitatively transformed into Sn-Li reagent at room temperature without formation of any (toxic) byproducts. The resulting Sn-Li reagent can be stored at ambient temperature for months and shows high reactivity toward various substrates, with quantitative atom efficiency.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Chemistry Techniques, Synthetic
  • Lithium / chemistry*
  • Organotin Compounds / chemical synthesis*
  • Organotin Compounds / chemistry
  • Polycyclic Aromatic Hydrocarbons / chemistry

Substances

  • Organotin Compounds
  • Polycyclic Aromatic Hydrocarbons
  • Lithium