Chirality in gold(III) homodimeric complexes

• Published in: Tetrahedron letters Vol. 61; no. 39; p. 152323
• Main Authors: Vu, Huy-Dinh, Renault, Jacques, Roisnel, Thierry, Uriac, Philippe
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 24-09-2020; Elsevier
• Subjects: Aurocycle; Catalyst; Chemical Sciences; Chiral cyclic imine; Chiral gold(III) homodimeric complexes; Aurocycle; Chiral cyclic imine; Chiral gold(III) homodimeric complexes; Catalyst
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2020.152323

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•Syntheses of chiral gold(III) homodimeric complexes.•X-ray structures of gold(III) complexes.•Catalytic activity of chiral gold(III) homodimeric complexes.
Vinylgold complex 4 and aurocycle 5 were successively prepared from the protected (S)-2-hydroxymethyl-5-alkynyl-3,4-dihydro-2H-pyrrole using AuCl3. The dimerization of 5 in the presence of K2CO3 gave the chiral homodimers 6a(S,aR) + 6b(S,aS) which exhibited catalytic activity with AgSbF6. Using the X-ray data obtained for 5 and 6a, a transition state explaining the diastereoselectivity(de = 50 at −50 °C) was proposed.