Abstract

Using gold(I)-catalyzed hydroalkoxylation of alkynes as a model reaction with a well-known mechanism, a systematic experimental study was conducted to disclose the influence of the counterion X– of a gold catalyst LAuNCMe+ X– on every step of the catalytic cycle. The overall ion effect is determined as a superposition of several effects, operating on different steps of the reaction mechanism. All effects were explained from a position of hydrogen bonding, coordination chemistry at gold, and affinity for a proton.

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