TY - JOUR
T1 - Heterogeneous gold nanoparticle-based catalysts for the synthesis of click-derived triazoles via the azide-alkyne cycloaddition reaction
AU - Librando, Ivy L.
AU - Mahmoud, Abdallah G.
AU - Carabineiro, Sónia A. C.
AU - da Silva, M. Fátima C. Guedes
AU - Maldonado-Hódar, Francisco J.
AU - Geraldes, Carlos F. G. C.
AU - Pombeiro, Armando J. L.
N1 - info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F00100%2F2020/PT#
info:eu-repo/grantAgreement/FCT/CEEC INST 2018/CEECINST%2F00102%2F2018%2FCP1567%2FCT0001/PT#
info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F50006%2F2020/PT#
info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDP%2F50006%2F2020/PT#
info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F50020%2F2020/PT#
info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDP%2F50020%2F2020/PT#
PD/BD 135555/2018
IST-ID/263/2019
PY - 2021/12/31
Y1 - 2021/12/31
N2 - A supported gold nanoparticle-catalyzed strategy has been utilized to promote a click chemistry reaction for the synthesis of 1,2,3-triazoles via the azide-alkyne cycloaddition (AAC) reaction. While the advent of effective non-copper catalysts (i.e., Ru, Ag, Ir) has demonstrated the catalysis of the AAC reaction, additional robust catalytic systems complementary to the copper catalyzed AAC remain in high demand. Herein, Au nanoparticles supported on Al2 O3, Fe2 O3, TiO2 and ZnO, along with gold reference catalysts (gold on carbon and gold on titania supplied by the World Gold Council) were used as catalysts for the AAC reaction. The supported Au nanoparticles with metal loadings of 0.7–1.6% (w/w relative to support) were able to selectively obtain 1,4-disubstituted-1,2,3-triazoles in moderate yields up to 79% after 15 min, under microwave irradiation at 150◦ C using a 0.5–1.0 mol% catalyst loading through a one-pot three-component (terminal alkyne, organohalide and sodium azide) procedure according to the “click” rules. Among the supported Au catalysts, Au/TiO2 gave the best results.
AB - A supported gold nanoparticle-catalyzed strategy has been utilized to promote a click chemistry reaction for the synthesis of 1,2,3-triazoles via the azide-alkyne cycloaddition (AAC) reaction. While the advent of effective non-copper catalysts (i.e., Ru, Ag, Ir) has demonstrated the catalysis of the AAC reaction, additional robust catalytic systems complementary to the copper catalyzed AAC remain in high demand. Herein, Au nanoparticles supported on Al2 O3, Fe2 O3, TiO2 and ZnO, along with gold reference catalysts (gold on carbon and gold on titania supplied by the World Gold Council) were used as catalysts for the AAC reaction. The supported Au nanoparticles with metal loadings of 0.7–1.6% (w/w relative to support) were able to selectively obtain 1,4-disubstituted-1,2,3-triazoles in moderate yields up to 79% after 15 min, under microwave irradiation at 150◦ C using a 0.5–1.0 mol% catalyst loading through a one-pot three-component (terminal alkyne, organohalide and sodium azide) procedure according to the “click” rules. Among the supported Au catalysts, Au/TiO2 gave the best results.
KW - 1,2,3-triazoles
KW - Au nanoparticles
KW - Azide-alkyne
KW - Supported catalysts
UR - http://www.scopus.com/inward/record.url?scp=85122242906&partnerID=8YFLogxK
U2 - 10.3390/catal12010045
DO - 10.3390/catal12010045
M3 - Article
AN - SCOPUS:85122242906
SN - 2073-4344
VL - 12
JO - Catalysts
JF - Catalysts
IS - 1
M1 - 45
ER -