Neutral and Cationic Fluorinated N-Heterocyclic Carbene Complexes of Rhodium and Iridium

Suzanne Burling, Mary F Mahon, Steven P Reade, Michael K Whittlesey

Research output: Contribution to journalArticlepeer-review

59 Citations (Scopus)

Abstract

Transmetalation of the structurally characterized silver N-heterocyclic carbene (NHC) salt [Ag(IpFMe)2]+ (1, IpFMe = 1-pentafluorobenzyl-3-methylimidazol-2-ylidene) to [Rh(COD)Cl]2 affords Rh(IpFMe)(COD)Cl (2) in 95% yield. The analogous neutral iridium complex, Ir(IpFMe)(COD)Br (5), may be formed upon elimination of MeOH from [Ir(COD)(OMe)]2 in the reaction with 1-pentafluorobenzyl-3-methylimidazolium bromide in 47% yield. Thermolysis of [Ag(IpFMe)2]+ with either 5 or [Ir(COD)Cl]2 yields the cationic bis-NHC complex [Ir(IpFMe)2(COD)](AgX2) (X = Cl, Br), which exists as a mixt. of conformers in soln. [Ir(IpFMe)2(COD)](AgBr2) (6) was isolated in 55% yield by reaction of 1 with 5. Addn. of CO or AgOTf to 2 gives Rh(IpFMe)(CO)2Cl (3) in 72% yield and Rh(IpFMe)(COD)(OTf) (4) in 85% yield, resp. The mol. structures of compds. 1-6 have been detd. by x-ray crystallog.
Original languageEnglish
Pages (from-to)3761-3767
Number of pages7
JournalOrganometallics
Volume25
Issue number15
Publication statusPublished - 2006

Keywords

  • iridium cyclooctadienyl fluorinated bisimidazolylidene carbene complex prepn
  • Through-space interaction (NMe/CH2C6F5 and NMe/o-C6F5 interactions
  • Through-space interaction (silver-silver
  • rhodium
  • Bond length (carbon-metal
  • Transition metal complexes Role
  • prepn. and properties of neutral and cationic fluorinated N-heterocyclic carbene complexes of rhodium and iridium)
  • Transmetalation (prepn. and properties of neutral and cationic fluorinated N-heterocyclic carbene complexes of rhodium and iridium)
  • Crystal structure
  • rhodium fluorinated bisimidazolylidene carbene complex cyclooctadienyl triflate carbonyl prepn
  • crystal structure pentafluorobenzyl methylimidazol silver cyclooctadienyl carbonyl rhodium iridium
  • Coordination number (four
  • mol structure silver rhodium iridium pentafluorobenzyl methylimidazol cyclooctadienyl carbonyl
  • RACT (Reactant or reagent) (carbene complexes
  • PRP (Properties)
  • RCT (Reactant)
  • PREP (Preparation)
  • Conformers
  • Molecular rotation (lack of rotation about the Rh-carbene bond
  • RACT (Reactant or reagent) (transition metal complexes
  • neutral cationic rhodium iridium fluorinated imidazolylidene carbene complex prepn
  • Molecular structure (of neutral and cationic fluorinated N-heterocyclic carbene complexes of rhodium and iridium)
  • Carbene complexes Role
  • silver pentafluorobenzyl methylimidazol carbene complex transmetalation cyclooctadienyl rhodium iridium
  • SPN (Synthetic preparation)

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