4.5 Article

Cationic Gold(I) π-Complexes of Terminal Alkynes and Their Conversion to Dinuclear σ,π-Acetylide Complexes

Journal

ORGANOMETALLICS
Volume 30, Issue 21, Pages 6003-6009

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/om200840g

Keywords

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Funding

  1. NSF [CHE-0555425]
  2. NCBC [2008-IDG-1010]
  3. Duke University
  4. Division Of Chemistry
  5. Direct For Mathematical & Physical Scien [0923097] Funding Source: National Science Foundation

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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 pi-alkyne complexes of the form [(IPr)Au(eta(2)-HC CAr)]+SbF6- in >= 86 +/- 5% yield, which were characterized by spectroscopy without isolation. Warming these complexes to 0 degrees C led to C(sp)-H bond cleavage and formation of dinuclear gold(I) sigma,pi-acetylide complexes of the form {[(IPr)Au](2)(eta(1),eta(2)-C CAr)}+SbF6-, three of which were isolated in 99% yield and one of which was characterized by X-ray crystallography. H-1 NMR analysis of the conversion of gold pi-arylacetylene complexes to sigma,pi-acetylide complexes established protonation of free arylacetylene, indicating the generation of a strong Bronsted acid under reaction conditions.

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