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Article history: Received October 25, 2012 Received in Revised form December 6, 2012 Accepted 22 February 2013 Available online 23 February 2013 Kinetic studies were made of the reactions between triphenylphosphine 1 and dialkyl acetylenedicarboxylates 2, in the presence of NH-acids, such as benzotriazole, 5methylbenzotriazole or 5-chlorobenzotriazole 3 (as a protic/nucleophilic reagent). To determine the kinetic parameters of the reactions, they were monitored by UV spectrophotometry. Useful information was obtained from studies of the effect of solvent, structure of reactants (dialkyl acetylenedicarboxylates and NH-acids) and also concentration of reactants on the reaction rates. First and third steps (k2, k3) of all reactions were recognized as a rate determining and fast steps, respectively. Proposed mechanism was confirmed on the basis of experimental data. © 2013 Growing Science Ltd. All rights reserved.

current chemistry letters

Structural effects of different NH-acids and dialkyl acetylenedicarboxylates on the kinetic parameters of stable phosphorus ylids: a mechanistic investigation