Faculté des sciences

A new imine ligand avoiding imine–enamine rearrangement and cyclometallation: Synthesis and coordination of Me3C6H2CH2NCHtBu

Chahen, Ludovic ; Therrien, Bruno ; Süss-Fink, Georg

In: Inorganic Chemistry Communications, 2007, vol. 10, no. 11, p. 1375-1377

The new imine ligand (E)-2,4,6- Me3C6H2CH2NCHtBu (1) has been prepared from 2,4,6-trimethylbenzylamine and trimethylacetaldehyde. In this imine, the ortho-positions of the benzyl group are blocked by methyl groups, and there are no β-hydrogen atoms susceptible for imine–enamine rearrangement. Thus, reaction with... Plus

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    Summary
    The new imine ligand (E)-2,4,6- Me3C6H2CH2NCHtBu (1) has been prepared from 2,4,6-trimethylbenzylamine and trimethylacetaldehyde. In this imine, the ortho-positions of the benzyl group are blocked by methyl groups, and there are no β-hydrogen atoms susceptible for imine–enamine rearrangement. Thus, reaction with [PdCl2 (C6H5CN)2] leads to the complex trans-[PdCl2 (2,4,6- Me3C6H2CH2NCHtBu)2] (2) that cannot undergo cyclopalladation. The single-crystal X-ray structure analysis of trans-[PdCl2 (2,4,6- Me3C6H2CH2NCHtBu)2] (2) confirms the trans-coordination of the imine ligands in this square-planar complex.