Synthesis of well-defined N-heterocyclic carbene silver(I) complexes

P de Fremont, NM Scott, ED Stevens, T Ramnial, OC Lightbody, CLB Macdonald, JAC Clyburne, CD Abernethy, Steven Patrick Nolan

Research output: Contribution to journalArticlepeer-review

Abstract

A series of N-heterocyclic carbene (NHC)AgCl complexes [NHC = SIMes (1), IPr (2), SIPr (3), IPrMe (4), IMe (5), My (6), IAd (7), IsB (8), IDD (9), and TPh (10)] have been synthesized through reaction of the imidazolium chloride salts with Ag2O or by direct metalation of the corresponding imidazol-2-ylidene carbene in the presence of AgCl. All silver(I) complexes [(SIMes)AgCl] (11), [(IPr)AgCl] (12), [(SIPr)AgCl] (13), [(IPrMe)AgCl] (14), [(IMe)AgCl] (15), [(ICy)AgCl] (16), [(IAd)AgCl] (17), [(IsB)AgCl] (18), [(IDD)AgCl] (19), and [(TPh)AgCl] (20) have been spectroscopically and structurally characterized. The structure of these silver complexes is dependent on the halide and the solvent used for the synthesis. Adjusting these parameters has led to the previously reported complex, [(IMes)2Ag](+)[AgC12](-) (21), and to a new silver complex, [(IMes)(2)Ag](+)(2)[Ag4I6](2-) (22).

Original languageEnglish
Pages (from-to)6301-6309
Number of pages9
JournalOrganometallics
Volume24
Issue number26
DOIs
Publication statusPublished - 19 Dec 2005

Keywords

  • OPENING-METATHESIS POLYMERIZATION
  • C COUPLING REACTIONS
  • STRUCTURAL-CHARACTERIZATION
  • EFFICIENT CATALYSTS
  • GOLD(I) COMPLEXES
  • HECK REACTION
  • PALLADIUM
  • LIGANDS
  • NHC
  • HYDROGENATION

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