Catechol-Functionalized Carbon Nanotubes as Support for Pd Nanoparticles: a Recyclable System for the Heck Reaction

Alessandro Mercadante, Vincenzo Campisciano, Anthony Morena, Laura Valentino, Valeria La Parola, Carmela Aprile, Michelangelo Gruttadauria, Francesco Giacalone

Résultats de recherche: Contribution à un journal/une revueArticleRevue par des pairs

Résumé

Carbon nanotubes have been covalently functionalized with catechol moieties through the formation of the corresponding aryl radicals obtained by reacting 4-aminocatechol with isoamyl nitrite. The functionalized multiwalled carbon nanotubes have been in turn used to immobilize Pd(II) ions on its surface forming catechol-Pd complexes, which were reduced to Pd nanoparticles (NPs). The so-obtained hybrid material has been characterized by means of thermogravimetric analysis coupled with differential scanning calorimetry (TGA-DSC), X-ray photoelectron spectroscopy (XPS) and transmission electron microscopy (TEM). This latter technique allowed to estimate the nanoparticle size (5.7±2.8 nm) whereas a palladium loading of 20.3 wt % has been found by inductively coupled plasma optical emission spectroscopy (ICP-OES). The carbon nanotube-catechol-Pd hybrid was used as catalyst in two C−C coupling reactions, namely Suzuki and Heck reactions, resulting recyclable for at least 9 times in the latter process. During the reuse Pd nanoparticles increase their dimension to 19.3±11.7 nm.

langue originaleAnglais
Numéro d'articlee202200497
journalEuropean Journal of Organic Chemistry
Volume2022
Numéro de publication38
Les DOIs
Etat de la publicationPublié - 13 oct. 2022

Financement

The authors gratefully acknowledge the University of Palermo and the Italian Ministry of Education, University and Research (MIUR) for financial support through PRIN 2017 (projects no. 2017W8KNZW and 2017YJMPZN). Open Access funding provided by Universit\u00E0 degli Studi di Palermo within the CRUI-CARE Agreement. The authors gratefully acknowledge the University of Palermo and the Italian Ministry of Education, University and Research (MIUR) for financial support through PRIN 2017 (projects no. 2017W8KNZW and 2017YJMPZN). Open Access funding provided by Universit\u00E0 degli Studi di Palermo within the CRUI\u2010CARE Agreement.

Bailleurs de fondsNuméro du bailleur de fonds
Ministero dell’Istruzione, dell’Università e della Ricerca2017W8KNZW, 2017YJMPZN
Ministero dell’Istruzione, dell’Università e della Ricerca
Università degli Studi di Palermo

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