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• W3066434217 abstract "The AuI-catalyzed reaction between terminal alkynes and aromatic haloalkynes proceeds through divergent pathways depending on the nature of the catalyst counteranion. Thus, cationic complexes containing strongly basic NHC ligands and noncoordinating anions such as BArF4 catalyze the cis haloalkynylation of the terminal alkyne, whereas introduction of a weakly basic triflate counteranion results in the stereoselective hydroalkynylation of the haloalkyne, yielding haloenyne products in good yields and complete trans selectivity. Experimental and computational studies suggest that the hydroalkynylation reaction takes place via nucleophilic attack of the terminal alkyne to the C2 carbon of the activated haloalkyne, assisted by a concerted proton abstraction by the triflate, and that the protodeauration is the turnover-limiting step, in agreement with an observed primary kinetic isotope effect." @default.
• W3066434217 created "2020-08-24" @default.
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• W3066434217 date "2020-08-19" @default.
• W3066434217 modified "2023-10-12" @default.
• W3066434217 title "Au^I-Catalyzed Hydroalkynylation of Haloalkynes" @default.
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• W3066434217 doi "https://doi.org/10.1021/jacs.0c07951" @default.
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• W3066434217 hasPublicationYear "2020" @default.
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