Design and Application of a Phenanthroline-Based Covalent Triazine Framework with Cu(I) for the Heterogeneous
Jorge Vega1, Maria Jose Capitan2,3, Jesus Alvarez Alonso2,4,5,6
1Organic Chemistry Department, Science Faculty, Universidad Autónoma de Madrid, Madrid28049, Spain.
Abstract:
Catalyst design is essential for advancing sustainable chemistry, particularly through heterogeneous systems that offer recyclability and environmental benefits. Herein, we report the synthesis and application of a novel covalent triazine framework (CTF) incorporating 1,10-phenanthroline units, which serve as coordination sites for Cu(I) ions. The resulting heterogeneous catalyst, Cu@Phen-CTF, was prepared through postsynthetic metalation and fully characterized by Fourier-transform infrared, Raman, solid-state nuclear magnetic resonance, scanning electron microscopy/energy-dispersive X-ray, transmission electron microscopy, X-ray photoelectron spectroscopy, and Brunauer-Emmett-Teller surface area analysis, confirming successful Cu(I) incorporation and structural integrity. This catalyst was applied to the tandem cyclization of 2-iodoanilines with isothiocyanates to access pharmacologically relevant 2-aminobenzothiazole derivatives. The Cu@Phen-CTF system showed excellent catalytic activity under mild conditions (50 °C, toluene, 72 h), affording high yields and a broad substrate scope. Furthermore, the material demonstrated good thermal stability, negligible leaching, and high recyclability, maintaining performance across multiple catalytic cycles.
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