Cationic gold(I) π-complexes of terminal alkynes and their conversion to dinuclear σ,π-acetylide complexes

Journal Article (Journal Article)

Treatment of a suspension of (IPr)AuCl [IPr = 1,3-bis(2,6- diisopropylphenyl)imidazol-2-ylidene] and AgSbF6 with terminal arylacetylenes led to the formation of thermally unstable gold π-alkyne complexes of the form [(IPr)Au(η 2-HC≡ CAr)]+SbF 6- in ≥86 ± 5% yield, which were characterized by spectroscopy without isolation. Warming these complexes to 0 °C led to C(sp)-H bond cleavage and formation of dinuclear gold(I) σ,π-acetylide complexes of the form {[(IPr)Au]2(η 1,η 2-C≡ CAr)}+SbF6-, three of which were isolated in 99% yield and one of which was characterized by X-ray crystallography. 1H NMR analysis of the conversion of gold π-arylacetylene complexes to σ,π-acetylide complexes established protonation of free arylacetylene, indicating the generation of a strong Brønsted acid under reaction conditions. © 2011 American Chemical Society.

Full Text

Duke Authors

Cited Authors

  • Brown, TJ; Widenhoefer, RA

Published Date

  • November 14, 2011

Published In

Volume / Issue

  • 30 / 21

Start / End Page

  • 6003 - 6009

Electronic International Standard Serial Number (EISSN)

  • 1520-6041

International Standard Serial Number (ISSN)

  • 0276-7333

Digital Object Identifier (DOI)

  • 10.1021/om200840g

Citation Source

  • Scopus