4.6 Article

[IrCl2Cp*(NHC)] Complexes as Highly Versatile Efficient Catalysts for the Cross-Coupling of Alcohols and Amines

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 14, Issue 36, Pages 11474-11479

Publisher

WILEY-BLACKWELL
DOI: 10.1002/chem.200801580

Keywords

alcohols; alkylation; amines; etherification; iridium; N-heterocyclic carbenes

Funding

  1. MEC of Spain [CTO2007-31175]
  2. Bancaixa [P1.1B2007-04]
  3. Spanish MEC
  4. Juan de la Cierva program

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A comparative study on the catalytic activity of a series of [IrCl2Cp*(NHC)] complexes in several C-O and C-N coupling processes implying hydrogen-borrowing mechanisms has been performed. The compound [IrCl2Cp*(I-nBu)] (Cp*=pentamethyl cyclopentadiene, I-nBu = 1,3-di-n-butylimidazolylidene) showed to be highly effective in the cross-coupling reactions of amines and alcohols, providing high yields in the production of unsymmetrical ethers and N-alkylated amines. A remarkable feature is that the processes were carried out in the absence of base, phosphine. or any other external additive. A comparative study with Other known catalysts, such as Shvo's catalyst, is also reported.

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