Reactivity of 5-alkynyl-3,4-dihydro-2H-pyrroles with Au(III): Route to vinylgold(III) complexes, aurocycles by cyclisation of these complexes and ML complexes

The reaction of 5-alkynyl-3,4-dihydro-2H-pyrroles (imine) with AuCl3 led to the synthesis of the vinyl gold (III) complexes 3 that could give the aurocycles 4 with an excess of AuCl3. In the base presence the dimerization of 4 was observed leading to 5. If NaAuCl4 was used as gold (III) source a lig...

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Bibliographic Details
Published in:Journal of organometallic chemistry 2019-10, Vol.897, p.228-235
Main Authors: Vu, Huy-Dinh, Bouvry, Christelle, Renault, Jacques, Bondon, Arnaud, Lambert, Fabian, Roisnel, Thierry, Uriac, Philippe
Format: Article
Language:English
Subjects:
Aurocycles
Chemical Sciences
Cyclic imine
Gold(III) complexes
Vinylgold complexes
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Summary:The reaction of 5-alkynyl-3,4-dihydro-2H-pyrroles (imine) with AuCl3 led to the synthesis of the vinyl gold (III) complexes 3 that could give the aurocycles 4 with an excess of AuCl3. In the base presence the dimerization of 4 was observed leading to 5. If NaAuCl4 was used as gold (III) source a ligand exchange was observed leading to the complexes 6. Nucleophilicity of both nitrogen atom and alkyne function as well as imine-enamine tautomerism were involved to explain the formation of 3. [Display omitted] •Contribution to the understanding of AuCl3 mediated organic reactions•X-ray structures of vinyl gold (III) complexes and of new aurocycles•Reactivity of 2-alkenyl cyclic imines
ISSN:0022-328X
1872-8561
0022-328X
DOI:10.1016/j.jorganchem.2019.07.014