Skip to Main content Skip to Navigation
Journal articles

1,1-Phosphaboration of CCC and CC bonds at gold

Abstract : The phosphine-borane iPr2P(o-C6H4)BFXyl2 (Fxyl = 3,5-(F3C)2C6H3) was found to react with gold(i) alkynyl and vinyl complexes via an original 1,1-phosphaboration process. Zwitterionic complexes resulting from Au to B transmetallation have been authenticated as key intermediates. X-ray diffraction analyses show that the alkynyl-borate moiety remains pendant while the vinyl-borate is side-on coordinated to gold. According to DFT calculations, the phosphaboration then proceeds in a trans stepwise manner via decoordination of the phosphine, followed by anti nucleophilic attack to the π-CC bond activated by gold. The boron center acts as a relay and tether for the organic group.
Complete list of metadata

https://hal-univ-pau.archives-ouvertes.fr/hal-03126727
Contributor : Sylvie Blanc <>
Submitted on : Monday, February 1, 2021 - 8:59:27 AM
Last modification on : Friday, March 12, 2021 - 1:32:11 PM

Identifiers

Citation

Cyril Theulier, Yago García-Rodeja, Nathalie Saffon‐merceron, Karinne Miqueu, Ghenwa Bouhadir, et al.. 1,1-Phosphaboration of CCC and CC bonds at gold. Chemical Communications, Royal Society of Chemistry, 2021, 57 (3), pp.347-350. ⟨10.1039/d0cc06978g⟩. ⟨hal-03126727⟩

Share

Metrics

Record views

15