Mechanism of Ag(I)-catalyzed azide-alkyne cycloaddition reaction: a quantum mechanical investigation
نویسندگان
چکیده
The mononuclear and binuclear mechanisms of Ag(I)-catalyzed azide-alkyne cycloaddition (AgAAC) reaction benzyl azide with phenyl alkyne in gas phase the presence toluene as a solvent for formation 1,4-disubstituted 1,2,3-triazoles have been investigated by DFT calculations using MN12-L MN15-L functionals both basis sets Def2-TZVP including pseudopotential Ag Def2-SVP mean elements. effect PPh3, 2-(diphenylphosphaneyl)-N,N-diisopropylbenzamide, 2-(di-tert-butylphosphaneyl)-N,N-diiso-propylbenzamide (L1, L2, L3) ligands on catalytic cycle has studied pathways. show that AgAAC favors pathway comparison uncatalyzed 1,4-regioisomer. On other hand, reaction, between pathways indicates free energy barrier paths is higher than cases L1 ligand, vice versa L2 L3 ligands.
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ژورنال
عنوان ژورنال: Reaction Kinetics, Mechanisms and Catalysis
سال: 2022
ISSN: ['1878-5204', '1878-5190']
DOI: https://doi.org/10.1007/s11144-022-02316-5