Mechanistic study in azide-alkyne cycloaddition (CuAAC) catalyzed by bifunctional trinuclear copper(I) pyrazolate complex: Shift in rate-determining step

Copper(I)‐chitin biopolymer based: An efficient and recyclable catalyst for click azide–alkyne cycloaddition reactions in water

“…Furthermore, a reductive elimination step leads to the formation of the triazolide ring (AT) (Scheme 3). [48][49][50] Finally, the protonation of the triazolide complex results into the formation of the corresponding 1,4-disubstituted-1,2,3-triazole, which is in good agreement with the experimentally observed regioselectivity. [51,52] 3.4 | Reusability of the catalyst…”

Terminal and Internal Alkyne Complexes and Azide-Alkyne Cycloaddition Chemistry of Copper(I) Supported by a Fluorinated Bis(pyrazolyl)borate

“…It is noteworthy that all reactions (except 110 °C reactions) are done in a vial using normal solvents and without using any inert atmosphere. Although we have not probed the mechanistic details, recent work by Larinov and coworkers on {μ-[3,5-(CF 3 ) 2 Pz]Cu} 3 and Stiriba and co-workers on poly(pyrazolyl)borate copper catalyzed cycloadditions suggest different mechanisms, most notably involving tetranuclear and dinuclear intermediates, respectively, for the two systems [ 88 , 89 ]. Better activity of the trinuclear {μ-[3,5-(CF 3 ) 2 Pz]Cu} 3 over mononuclear [H 2 B(3,5-(CF 3 ) 2 Pz) 2 ]Cu(NCMe) in copper catalyzed azide-alkyne cycloaddition suggests that these reactions involve multicenter catalytic intermediates, consistent with proposed mechanisms [ 31 ] and having pre-assembled copper sites with bridging ligands is an advantage [ 49 ].…”

Cu(ii)-alginate-based superporous hydrogel catalyst for click chemistry azide–alkyne cycloaddition type reactions in water

“…These results show that the most favorable bond formation would correspond to the C4 / N3 pair, which would lead to the formation of the intermediate reaction complex (IC). [82][83][84] In the next step, a triazolide ligand is formed by reductive elimination, leading to the corresponding 1,4-disubstituted-1,2,3-triazole (Scheme 3). All of the abovementioned results are in agreement with the experimentally observed regioselectivity.…”