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Issue 16, 2011
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Synthesis and characterization of metallodendritic palladium-biscarbene complexes derived from 1,1′-methylenebis(1,2,4-triazole)

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Abstract

The syntheses of first generation dendritic compounds bearing 1,1′-alkane-1,1-diylbis(4-butyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene)palladium(II) dibromide on the periphery are described. The metallabiscarbene moieties have also been studied separately from the dendrimer. These compounds display a non-symmetric boat-to-boat conformational equilibrium that has axial and equatorial arrangements. The predominance of the axial conformer in the equilibrium is supported by DFT calculations. The X-ray solid state structures of axial conformers of 3-hydroxy- and 3-mesyloxy-1,1′-propane-1,1-diylbis(4-butyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene)palladium(II) dibromide are reported. These complexes display modest catalytic activity in the Heck reaction with activated aryl bromides and the dendritic catalysts were more active than the corresponding non-dendritic mononuclear species, a finding indicative of a cooperative effect.

Graphical abstract: Synthesis and characterization of metallodendritic palladium-biscarbene complexes derived from 1,1′-methylenebis(1,2,4-triazole)

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Publication details

The article was received on 04 Nov 2010, accepted on 02 Feb 2011 and first published on 07 Mar 2011


Article type: Paper
DOI: 10.1039/C0DT01535K
Dalton Trans., 2011,40, 4095-4103

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    Synthesis and characterization of metallodendritic palladium-biscarbene complexes derived from 1,1′-methylenebis(1,2,4-triazole)

    V. Hornillos, J. Guerra, A. de Cózar, P. Prieto, S. Merino, M. A. Maestro, E. Díez-Barra and J. Tejeda, Dalton Trans., 2011, 40, 4095
    DOI: 10.1039/C0DT01535K

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