1D Azido bridged Cu(II) coordination polymer with 1,3‐oxazolidine ligand as an effective catalyst for green click synthesis of 1,2,3‐triazoles

• Published in: Applied organometallic chemistry 2020-10, Vol.34 (10), p.n/a
• Main Authors: Bikas, Rahman, Ajormal, Fatemeh, Noshiranzadeh, Nader, Emami, Marzieh, Kozakiewicz, Anna
• Format: Article
• Language: English
• Subjects: 1,2,3‐triazole; Alkynes; Catalysts; Chemical synthesis; Chemistry; click reaction; Coordination polymers; Crystal structure; Cu(II) coordination polymer; Cycloaddition; Ligands; Low temperature; Oxazolidine; Polymers; Selectivity; Single crystals; Temperature effects; Triazoles
• ISSN: 0268-2605; 1099-0739
• DOI: 10.1002/aoc.5826

A new 1D azido bridged Cu(II) coordination polymer with 1,3‐oxazolidine based ligand, [Cu(H3L)(μ1,3‐N3)(N3)]n (1), was synthesized and characterized by elemental analysis and spectroscopic methods. The structure of 1 was also determined by single crystal X‐ray analysis which indicated the 1D polymeric chain is generated by end‐to‐end (EE) azide bridge. The obtained compound was employed as catalyst in green click synthesis of β‐hydroxy‐1,2,3‐triazoles from one‐pot three‐component cycloaddition reaction of epoxide‐azide‐alkyne. The catalytic reactions were carried out in water as a safe, cheap and green solvent. The catalytic studies indicated that the obtained 1D azido bridged Cu(II) coordination polymer is an active catalyst for preparing β‐hydroxy‐1,2,3‐triazoles. The effect of temperature on the selectivity of the catalytic system was studied and the results indicated this catalytic system has high selectivity at low temperatures. The structure the product obtained from the reaction of 2,3‐epoxypropylphenylether, azide and 1‐ethynyl‐1‐cyclohexanol (T4) was determined by single crystal X‐ray analysis. The results indicate Cu(II) coordination polymers can be a new class of catalytic systems for green click synthesis of 1,2,3‐triazoles. A new 1D azido bridged Cu(II) coordination polymer was synthesized and characterized by X‐ray analysis. This compound has high catalytic activity in green click synthesis of 1,2,3‐triazoles.