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Title: | The Catalytic Activity of Carbon-Supported Cu(I)-Phosphine Complexes for the Microwave-Assisted Synthesis of 1,2,3-Triazoles | Authors: | Librando, Ivy L. Mahmoud, Abdallah G. Carabineiro, Sónia A. C. Guedes da Silva, M. Fátima C. Geraldes, Carlos F. G. C. Pombeiro, Armando J. L. |
Keywords: | Cu(I) complexes; phosphine; DAPTA ligands; carbon nanotubes; click chemistry; CuAAC; triazoles; microwave | Issue Date: | 2021 | Publisher: | MDPI | Project: | UIDB/00100/2020 FCT - Scientific Employment Stimulus-Institutional Call (CEECINST/ 00102/2018) UIDB/50006/2020 UIDP/50006/2020 CATSUS Ph.D. Program - grant (PD/BD 135555/2018) post-doctoral fellowship through the project CO2usE-1801P.00867.1.01 (Contract No. IST-ID/263/2019) RUDN University Strategic Academic Leadership Program |
Serial title, monograph or event: | Catalysts | Volume: | 11 | Issue: | 2 | Abstract: | 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( P-DAPTA)3] (1: X = Br; 2: X = I) and [Cu( -X)( P-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. | URI: | https://hdl.handle.net/10316/103821 | ISSN: | 2073-4344 | DOI: | 10.3390/catal11020185 | Rights: | openAccess |
Appears in Collections: | FCTUC Química - Artigos em Revistas Internacionais FCTUC Ciências da Vida - Artigos em Revistas Internacionais |
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