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

A new imine ligand avoiding imine–enamine rearrangement and cyclometallation: Synthesis and coordination of Me<sub>3</sub>C<sub>6</sub>H<sub>2</sub>CH<sub>2</sub>NCH<sup><i>t</i></sup>Bu

Author(s)
Chahen, Ludovic
Therrien, Bruno  
Institut de chimie  
Süss-Fink, Georg  
Institut de chimie  
Date issued
2007
In
Inorganic Chemistry Communications, Elsevier, 2007/10/11/1375-1377
Subjects
imine ligand <i>ortho</i>-Metallation imine–enamine rearrangement palladacycle palladium complex
Abstract
The new imine ligand (E)-2,4,6- Me<sub>3</sub>C<sub>6</sub>H<sub>2</sub>CH<sub>2</sub>NCH<sup><i>t</i></sup>Bu (<b>1</b>) has been prepared from 2,4,6-trimethylbenzylamine and trimethylacetaldehyde. In this imine, the <i>ortho</i>-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 [PdCl<sub>2</sub> (C<sub>6</sub>H<sub>5</sub>CN)<sub>2</sub>] leads to the complex <i>trans</i>-[PdCl<sub>2</sub> (2,4,6- Me<sub>3</sub>C<sub>6</sub>H<sub>2</sub>CH<sub>2</sub>NCH<sup><i>t</i></sup>Bu)<sub>2</sub>] (<b>2</b>) that cannot undergo cyclopalladation. The single-crystal X-ray structure analysis of <i>trans</i>-[PdCl<sub>2</sub> (2,4,6- Me<sub>3</sub>C<sub>6</sub>H<sub>2</sub>CH<sub>2</sub>NCH<sup><i>t</i></sup>Bu)<sub>2</sub>] (<b>2</b>) confirms the <i>trans</i>-coordination of the imine ligands in this square-planar complex.
Publication type
journal article
Identifiers
https://libra.unine.ch/handle/20.500.14713/58342
DOI
10.1016/j.inoche.2007.08.023
-
https://libra.unine.ch/handle/123456789/15709
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