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Issue 20, 2013
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Selective and adaptable access to N,N′-asymmetrically substituted imidazol-2-ylidene bis-NHC ligands: Pd(II) complexes featuring wide variation in N-alkyl and aryl steric bulk

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Abstract

N,N′-Asymmetrically substituted, methylene-linked bis(imidazol-2-ylidene) complexes have been prepared subsequent to a selective synthesis of the bis(imidazolium) salt precursors involving the quarternisation of N-alkyl and -aryl imidazoles with N-halomethyl imidazolium salts. The adaptability of the ligand precursor synthesis is illustrated through access to the N-Me/N′-Mes and N-Mes/N′-2,6-(i-Pr)2Ph systems, leading to the Pd(II) complexes [{(MeIm)(MesIm)CH2}Pd(L)2]n+, L = Cl/I (n = 0) and NCMe (n = 2), and [{(MesIm)[2,6-(i-Pr)2PhIm]CH2}Pd(L)2], L = Cl/I. The dicationic hybrid N,N′-alkyl/aryl complex was inactive in the copolymerisation of ethylene/carbon monoxide, displaying reactivity akin to N,N′-dialkyl analogues.

Graphical abstract: Selective and adaptable access to N,N′-asymmetrically substituted imidazol-2-ylidene bis-NHC ligands: Pd(ii) complexes featuring wide variation in N-alkyl and aryl steric bulk

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Publication details

The article was received on 03 Dec 2012, accepted on 07 Feb 2013 and first published on 08 Feb 2013


Article type: Paper
DOI: 10.1039/C3DT32895C
Citation: Dalton Trans., 2013,42, 7447-7457
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    Selective and adaptable access to N,N′-asymmetrically substituted imidazol-2-ylidene bis-NHC ligands: Pd(II) complexes featuring wide variation in N-alkyl and aryl steric bulk

    M. G. Gardiner, C. C. Ho, F. M. Mackay, D. S. McGuinness and M. Tucker, Dalton Trans., 2013, 42, 7447
    DOI: 10.1039/C3DT32895C

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