Mechanistic Analysis of
Gold(I)-Catalyzed Intramolecular
Allene Hydroalkoxylation Reveals an Off-Cycle Bis(gold) Vinyl Species
and Reversible C–O Bond Formation
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Abstract
Mechanistic investigation of gold(I)-catalyzed intramolecular
allene
hydroalkoxylation established a mechanism involving rapid and reversible
C–O bond formation followed by turnover-limiting protodeauration
from a mono(gold) vinyl complex. This on-cycle pathway competes with
catalyst aggregation and formation of an off-cycle bis(gold) vinyl
complex