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, respectively. The coordination of copper(i) to alkyne produces relevant changes in this 32CA reaction. Analysis of the global and local electrophilicity/nucleophilicity allows explaining correctly the behaviors of the copper(i) catalyzed cycloaddition. Coordination of the copper to alkyne changes the mechanism from a non-polar one-step mechanism to a polar stepwise one, as a consequence of the high nucleophilic character of the dinuclear Cu(i)-acetylide complex. Parr and Fukui functions and Dual Descriptor correctly explain the observed regioselectivity by means of the most favorable two-center interaction that takes place along the 1,4 reaction path.
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Ayouchia et al. (2018) studied this question.
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