Au(I)/Au(III) Catalytic Allylation Involving π-Allyl Au(III) Complexes - Archive ouverte HAL Access content directly
Journal Articles ACS Catalysis Year : 2022

Au(I)/Au(III) Catalytic Allylation Involving π-Allyl Au(III) Complexes

, , , , (1) , (2)
1
2
Jessica Rodriguez
David Vesseur
Alexis Tabey
Sonia Mallet-Ladeira
  • Function : Author

Abstract

A (MeDalphos)AuCl complex was found to efficiently catalyze the cross-coupling of indoles and allyl acetates/alcohols. The reaction tolerates many functional groups and selectively affords the branched C3-allylated products from both α- and γ-substituted allyl substrates. It takes the advantage of the hemilabile character of the P∧N ligand. The C(sp2)-C(sp3) coupling operates via a Au(I)/Au(III) redox cycle and involves a dicationic π-allyl Au(III) complex as a key intermediate. In this case, the allyl moiety adopts an asymmetric σ + π-coordination mode, as substantiated by NMR spectroscopy and density functional theory (DFT) calculations.
Embargoed file
Embargoed file
0 8 2
Year Month Jours
Avant la publication

Dates and versions

hal-03543277 , version 1 (09-10-2022)

Identifiers

Cite

Jessica Rodriguez, David Vesseur, Alexis Tabey, Sonia Mallet-Ladeira, Karinne Miqueu, et al.. Au(I)/Au(III) Catalytic Allylation Involving π-Allyl Au(III) Complexes. ACS Catalysis, 2022, 12 (2), pp.993-1003. ⟨10.1021/acscatal.1c04580⟩. ⟨hal-03543277⟩
45 View
0 Download

Altmetric

Share

Gmail Facebook Twitter LinkedIn More