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Der Mechanismus der Addition von Nucleophilen an Alkinderivate mit Push-pull-Gruppen
Authors:Markus Neuenschwander  Peter Bigler
Abstract:The mechanism of the addition of nucleophiles to alkyne-derivatives 1 having both push- and pull-groups yielding Michael-adducts is investigated. The rate of the second-orderreaction increases (a) with increasing nucleophilic character of the amine and alcohol respectively, (b) with increasing electrophilic character of the alkyne-derivatives 1 , and (c) with increasing solvent polarity. These results support as rate-determining step an attack of the nucleophile at C(3) of the alkyne-derivatives.
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