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Hydroaminomethylation with novel rhodium-carbene complexes: an efficient catalytic approach to pharmaceuticals

Hydroaminomethylation with novel rhodium-carbene complexes: an efficient catalytic approach to pharmaceuticals

Chemistry 13(5): 1594-1601

Starting from [{Rh(cod)Cl}(2)] and 1,3-dimesitylimidazole-2-ylidenes the novel [RhCl(cod)(carbene)] complexes 1-5 have been synthesized, characterized, and tested in the hydroaminomethylation of aromatic olefins. The influence of different ligands and reaction parameters on the catalytic activity was investigated in detail applying 1,1-diphenylethylene and piperidine as a model system. The scope and limitations of the novel catalysts is shown in the preparation of 16 biologically active 1-amino-3,3-diarylpropenes. In general, high chemo- and regioselectivity as well as good yields of the desired products were achieved.

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Accession: 049256928

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PMID: 17091522

DOI: 10.1002/chem.200601155

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