Synfacts 2018; 14(12): 1309
DOI: 10.1055/s-0037-1611098
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Alkyne–Azide Cycloaddition on Water-Soluble Copper NP–Cobaltocene Catalyst

Contributor(s):
Yasuhiro Uozumi
,
Aya Tazawa
Fu F, Ciganda R. * Wang Q, Tabey A, Wang C, Escobar A, Martinez-Villacorta AM, Hernández R, Moya S, Fouquet E, Ruiz J, Astruc D. * Université de Bordeaux, Talence, France and Universidad del Pais Vasco and CIC biomaGUNE, Donostia/San Sebastián, Spain
Cobaltocene Reduction of Cu and Ag Salts and Catalytic Behavior of the Nanoparticles Formed.

ACS Catal. 2018;
8: 8100−8106
Further Information

Publication History

Publication Date:
19 November 2018 (online)

 

Significance

Water-soluble copper nanoparticles stabilized by a cobalticinium network (CuNPs–CoCp2) were prepared through the reduction of CuSO4·5H2O by cobaltocene (eq. 1). CuNPs–CoCp2 catalyzed the alkyne–azide cy­cloaddition of terminal alkynes with organic azides in H2O at 35 °C to give the corresponding 1,2,3-triazoles in ≤99% yield (eq. 2; 30 examples).


#

Comment

The catalyst was characterized by means of UV-Vis, TEM, and XPS analyses. In the alkyne–azide cycloaddition of phenylacetylene with benzyl azide, the water-soluble catalyst was recovered by decantation and recycled four times with a slight loss of its activity (first run: 99%; fourth run: 86%).


#
#