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Issue 3, 2008
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N-Heterocyclic carbene ligands bearing hydrophilic and/or hydrophobic chains: Rh(I) and Pd(II) complexes and their catalytic activity

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Abstract

A series of novel imidazolium salts bearing hydrophilic tetraethylene glycol (TEG) and/or hydrophobic long-chain alkyl (n-C12) functionalities, which are precursors for desired N-heterocyclic carbene (NHC) ligands, were synthesized and characterized. Rh(I)–NHC complexes were prepared in good yields by the silver carbene transfer method with NHC–Ag species derived from the imidazolium salts. The molecular structure of the Rh(I)–NHC complex having n-C12 chains has been determined by a single-crystal X-ray diffraction study and the complex is found to possess extended alkyl chains with anti conformations in the solid state. Hydrosilylation with the Rh(I) complexes and Suzuki–Miyaura coupling reactions with the Pd(II) complexes with these NHC ligands were carried out. In the latter case, the TEG moiety enhances catalytic activity considerably.

Graphical abstract: N-Heterocyclic carbene ligands bearing hydrophilic and/or hydrophobic chains: Rh(i) and Pd(ii) complexes and their catalytic activity

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Publication details

The article was received on 08 Oct 2007, accepted on 02 Nov 2007 and first published on 22 Nov 2007


Article type: Paper
DOI: 10.1039/B715412G
Citation: Dalton Trans., 2008,0, 379-385
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    N-Heterocyclic carbene ligands bearing hydrophilic and/or hydrophobic chains: Rh(I) and Pd(II) complexes and their catalytic activity

    H. Ohta, T. Fujihara and Y. Tsuji, Dalton Trans., 2008, 0, 379
    DOI: 10.1039/B715412G

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