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

Huy-Dinh Vu (1, 2) , Christelle Bouyry (2) , Jacques Renault (2) , Arnaud Bondon (2) , Fabian Lambert (2, 3) , Thierry Roisnel (2, 3) , Philippe Uriac (2)

1 VNU - Vietnam National University [Hanoï]
2 ISCR - Institut des Sciences Chimiques de Rennes
3 ScanMAT - Synthèse Caractérisation Analyse de la Matière

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. Nucleo-philicity of both nitrogen atom and alkyne function as well as imine-enamine tautomerism were involved to explain the formation of 3.

Mots clés: Gold(III) complexes; vinylgold complexes; aurocycles; cyclic imine

Domaines: Chimie

Huy-Dinh Vu, Christelle Bouyry, Jacques Renault, Arnaud Bondon, Fabian Lambert, et al.. 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. Journal of Organometallic Chemistry, 2019, 897, pp.228-235. ⟨10.1016/j.jorganchem.2019.07.014⟩. ⟨hal-02278402⟩