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The catalytic activity of carbon-supported Cu(I)-phosphine complexes for the microwave-assisted synthesis of 1,2,3-triazoles

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Resumo:A set of Cu(I) complexes with 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo-[3.3.1]nonane (DAPTA) phosphine ligands viz. [CuX(κP-DAPTA)3] (1: X = Br; 2: X = I) and [Cu(µ-X)((κP-DAPTA)2]2 (3: X = Br; 4: X = I) were immobilized on activated carbon (AC) and multi-walled carbon nanotubes (CNT), as well as on these materials after surface functionalization. The immobilized copper(I) complexes have shown favorable catalytic activity for the one-pot, microwave-assisted synthesis of 1,2,3-triazoles via the azide-alkyne cycloaddition reaction (CuAAC). The heterogenized systems with a copper loading of only 1.5-1.6% (w/w relative to carbon), established quantitative conversions after 15 min, at 80 °C, using 0.5 mol% of catalyst loading (relative to benzyl bromide). The most efficient supports concerning heterogenization were CNT treated with nitric acid and NaOH, and involving complexes 2 and 4 (in the same order, 2_CNT-ox-Na and 4_CNT-ox-Na). The immobilized catalysts can be recovered and recycled by simple workup and reused up to four consecutive cycles although with loss of activity.
Autores principais:Librando, Ivy L.
Outros Autores:Mahmoud, Abdallah G.; Carabineiro, Sónia A. C.; Guedes Da Silva, M. Fátima C.; Geraldes, Carlos F. G. C.; Pombeiro, Armando J. L.
Assunto:Carbon nanotubes Click chemistry Cu(I) complexes CuAAC DAPTA ligands Microwave Phosphine Triazoles Catalysis Physical and Theoretical Chemistry
Ano:2021
País:Portugal
Tipo de documento:artigo
Tipo de acesso:acesso aberto
Instituição associada:Universidade Nova de Lisboa
Idioma:inglês
Origem:Repositório Institucional da UNL

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