Quantitative kinetic investigation of triazole–gold(i) complex catalyzed [3,3]-rearrangement of propargyl ester

Abstract

The triazole–gold(I) complex catalyzed [3,3]-rearrangement of propargyl ester has been quantitatively investigated through in situ IR. First order dependence of the initial rates on [Au] and [propargyl ester] suggested that the turnover-limiting step is the associative ligand substitution. The activation enthalpy was also determined to be 7.8 kcal mol⁻¹. TA–Au catalysts with different triazole derivatives were also tested, giving a linear free energy relationship with a ρ value of 0.74.