Abstract

A single pot, wet chemical route has been applied for the synthesis of polymer supported copper azide, CuN3, nanoparticles (CANP). The hybrid system was used as ‘catalyst-cum-reagent’ for the azide-alkyne cyclo-addition reaction to construct triazole molecules using substituted benzyl bromide and terminal alkyne. The electron donating group containing terminal alkyne produced 5-alkynyl 1,4-disubstituded triazole product whereas for alkyne molecule with terminal electron withdrawing group facilitate the formation of 1,4-disubstituted triazole molecule.

Highlights

  • A single pot, wet chemical route has been applied for the synthesis of polymer supported copper azide, C­ uN3, nanoparticles (CANP)

  • We have engaged in the search of effective catalysts for different organic transformations ­reactions[20,21,22,23,24,25,26]

  • We have describe a step-wise route for the synthesis of copper azide nanoparticles (CANP) and applied this material as ‘catalyst cum reagent’ where Cu(I) was performed as a catalytic role and azide counterpart acted as nucleophilic role for azide-alkyne cyclo-addition reaction to construct triazole molecules

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Summary

Methods

1 (1.0 equivalent), terminal alkyne 2 (2.0 equivalent or 1.0 equivalent for EWG attached alkyne), were mixed in 4 mL of solvent (methanol) To this reaction mixture, CANP (200 mg, 1.0 equivalent) and ­Et3N (240 μL, 2.0 equivalent or 140 μL, 1.0 equivalent for EWG attached alkyne) was added and allowed to stir for 3 h. In a 25 mL round bottom flask, sugar azide 5 (1 equivalent), terminal alkyne 2 (1 equivalent), were charged in 4 mL methanol. To this reaction mixture the dried recovered catalyst (10 mg) and E­ t3N (1 equivalent) was added and allowed to stir for 3 h. Data collection: APEX2 2014-11; cell refinement: SAINT v8.38A; data reduction: SAINT v8.38A; program used to solve structure: SHELXT 2014/5; program used to refine structure: SHELXL 2018/3; molecular graphics: Olex[2]; software used to prepare material for publication: Olex[2], PLATON

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