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The time courses of triazole product formation determined by integrating 1H NMR signals. Conditions: [1] = 20 mM, [alkyne] = 20 mM, and [Cu(OAc)2·H2O] = 1 mM in CD3CN at 40 °C. (A) phenylacetylene (cornflower diamonds); phenylacetylene-d (garnet squares). (B) 1-ethynyl-4-nitrobenzene (cornflower diamonds); 1-ethynyl-4-fluorobenzene (garnet squares); phenylacetylene (lime triangles); 1-ethynyl-4-methoxybenzene (purple crosses); 1-ethynyl-4-dimethylaminobenzene (turquoise crosses).
