Reductions of challenging organic substrates by a nickel complex of a noninnocent crown carbene ligand

Neil Findlay, Stuart Robert Park, Franziska Schoenebeck, Elise Cahard, Sheng-Ze Zhou, Leonard Berlouis, Mark Spicer, Tell Tuttle, John Murphy

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48 Citations (Scopus)

Abstract

The first crown-tetracarbene complex of Ni(II) has been prepared, and its crystal structure determined. The complex can be reduced by Na/Hg, with an uptake of two electrons. The reduced complex reductively cleaves arenesulfonamides, including those derived from secondary aliphatic amines, and effects Birch reduction of anthracenes as well as reductive cleavage of stilbene oxides. Computational studies show that the orbital that receives electrons upon reduction of the complex 2 is predominantly based on the crown carbene ligand and also that the HOMO of the parent complex 2 is based on the ligand.
Original languageEnglish
Pages (from-to)15462-15464
Number of pages3
JournalJournal of the American Chemical Society
Volume132
Issue number44
DOIs
Publication statusPublished - 10 Nov 2010

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Keywords

  • metal-ammonia reduction
  • super-electron-donor
  • pinacol coupling reaction
  • aromatic-compounds
  • aryl iodides
  • aldehydes
  • cleavage
  • behavior

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