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Role of σ,π-Digold(I) Alkyne Complexes in Reactions of Enynes

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Gold(I) acetylide and σ,π-digold(I) alkyne complexes derived from one prototypical 1,6-enyne and from 7-ethynyl-1,3,5-cycloheptatriene have been prepared and structurally characterized. Their possible role in gold(I)-catalyzed cycloisomerizations has been studied by… Click to show full abstract

Gold(I) acetylide and σ,π-digold(I) alkyne complexes derived from one prototypical 1,6-enyne and from 7-ethynyl-1,3,5-cycloheptatriene have been prepared and structurally characterized. Their possible role in gold(I)-catalyzed cycloisomerizations has been studied by experiment and by DFT calculations. Gold(I) acetylides are totally unproductive complexes in the absence of Brønsted acids. Similarly, no cyclizations were observed by heating σ,π-digold(I) alkyne digold(I) at least up to 130 °C. Theoretical studies provide a rationale for the much lower reactivity of digold species in reactions of enynes.

Keywords: role digold; alkyne complexes; digold alkyne; reactions enynes; alkyne

Journal Title: Organometallics
Year Published: 2018

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