Vol.:(0123456789) 1 3
Monatshefte für Chemie - Chemical Monthly
https://doi.org/10.1007/s00706-020-02679-2
ORIGINAL PAPER
Palladium(II) complexes assembled on solid materials: as catalysts
for the –NO
2
(nitro) to –NH
2
(amine) reactions
Serkan Dayan
1
· Nilgün Kayacı
2
· Namık Özdemir
3
· Osman Dayan
4
· Nilgun Kalaycioglu Ozpozan
2
Received: 1 May 2020 / Accepted: 1 September 2020
© Springer-Verlag GmbH Austria, part of Springer Nature 2020
Abstract
Herein, a new series of [PdCl
2
(L)
2
] complexes where ligands are monodentate amine ligands bearing sulfonamide groups
were synthesized, characterized using various techniques such as NMR, FT-IR, UV–Vis, and sc-XRD and investigated for
their catalytic performance for the reduction of nitroarenes (2-nitroaniline, 4-nitroaniline, and nitrobenzene) in the presence
of NaBH
4
in water under heterogeneous conditions. Because the results show that the synthesized complexes are very efcient
catalysts, materials using the selected palladium(II) complex supported by multiwall carbon nanotubes, silicon dioxide, and
iron(II,III) oxide (Fe
3
O
4
) were fabricated by a simple-impregnation methodology, characterized by FT-IR, BET, TEM, and
XRD techniques and investigated for their catalytic performance for the same reaction. Thus, a series of supported catalysts
was designed with the aim of both enhancing catalytic activity and reducing noble-metal contents. Our fndings serve to
develop simple catalytic systems and this system can be easily used for catalytic reduction reactions which are the cornerstone
of the production of important chemicals.
Graphic abstract
Keywords Palladium(ii) complexes · Supported catalysts · Nitrobenzene · Hydrogenation
Introduction
Nitro compounds are widely regarded as contaminants found
in industrial waste and they pose a serious problem for both
living organisms and the ecosystem. Also, amine compounds
formed by the hydrogenation of nitro compounds are used in
many areas as qualifed chemicals; for example, as chelating
agents in pharmaceuticals, polymers, pesticides, explosives,
fbers, dyes, and cosmetics, etc. [1–7]. The most suitable
method to produce aromatic amines which belong to the
group of compounds that are more useful than nitroben-
zene derivatives is an efcient, environmentally friendly,
catalytic system operating in mild conditions. In this case,
many processes have been developed, including adsorption/
Electronic supplementary material The online version of this
article (https://doi.org/10.1007/s00706-020-02679-2) contains
supplementary material, which is available to authorized users.
* Serkan Dayan
serkandayan@erciyes.edu.tr
1
Drug Application and Research Center, Erciyes University,
38039 Kayseri, Turkey
2
Department of Chemistry, Faculty of Science, Erciyes
University, 38039 Kayseri, Turkey
3
Department of Mathematics and Science Education, Faculty
of Education, Ondokuz Mayıs University, 55139 Samsun,
Turkey
4
Department of Chemistry, Faculty of Science, Çanakkale
Onsekiz Mart University, 17020 Çanakkale, Turkey