Journal
ORGANOMETALLICS
Volume 30, Issue 21, Pages 6003-6009Publisher
AMER CHEMICAL SOC
DOI: 10.1021/om200840g
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Funding
- NSF [CHE-0555425]
- NCBC [2008-IDG-1010]
- Duke University
- Division Of Chemistry
- 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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