Addition of dimethylaluminium chloride to N,N′-Disubstituted carbodiimides

• Nucleophilic additions of methylaluminium compounds to carbodiimide systems were investigated.
• Six aluminium(III) amidinates were prepared and isolated.
• Reactivity of prepared amidinato-methylaluminium chloride was studied.

Reactivity of trimethylaluminium, dimethylaluminium chloride and methylaluminium dichloride with N,N′-diisopropyl-, N,N′-dicyclohexyl- or N,N′-bis(diisopropylphenyl) carbodiimide (Dipp-NCN-Dipp) via the nucleophilic addition mechanism was studied. Six aluminium(III) complexes containing amidinato ligands were prepared and isolated. All reactions as well as the purity and structural confirmation of products were monitored using 1H and 13C NMR techniques. Reactions of prepared [Dipp-N-C(Me)–N-Dipp]AlMeCl with potassium mirror or pivalonitrile were also investigated. Molecular structures of five aluminium(III) mono- or bisamidinates and two dinuclear oxo-aluminium(III) amidinato by-products displaying four- or five-coordinated aluminium atom were determined by X-ray diffraction techniques.

Reactivity of methylaluminium compounds with polarized cumulated NCN skeleton of N,N′-disubstituted carbodiimides via nucleophilic addition of methyl particle leading to a new class of aluminium(III) amidinates was studied. Six aluminium(III) amidinates and two dinuclear oxo-aluminium(III) amidinato by-products were isolated. Reactions of prepared amidinato-methylaluminium chloride were also investigated.Figure optionsDownload as PowerPoint slide