Publication detail

Kinetics and Mechanism of Cu(I)-catalyzed [3 + 2]cycloaddition between phenyl sydnones and phenylacetylenes

Authors: Hanusek Jiří | Hladíková Veronika | Váňa Jiří

Year: 2018

Type of publication: ostatní - přednáška nebo poster

Page from-to: nestránkováno

Titles:

Language	Name	Abstract	Keywords
eng	Kinetics and Mechanism of Cu(I)-catalyzed [3 + 2]cycloaddition between phenyl sydnones and phenylacetylenes	In our group we have studied the influence of substitution on kinetics and mechanism of [3+2] cycloaddition between subst.phenyl sydnones and subst.phenyl acetylenes. It was surprisingly found that the reaction kinetics obeys zero-order kinetics in homogeneous solution. The rate constants derived from those kinetics roughly fulfill Hammett correlation for substituted phenylacetylenes with unusually high sensitivity (ρ ≈ –3). For substituted phenyl sydnones such correlation shows linear character (ρ ≈ +2) too (except 4-Br derivative). Very high sensitivity of both series of reaction rate constant is very unusual and not consistent with concerted mechanism suggested for thermal cycloaddition.	Kinetics; Mechanism; CuI-catalysis; cycloaddition; phenyl sydnone; phenylacetylene

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