Chiral Organic Salt Supported Pd Nanoparticles as Selective Heterogeneous Catalysts of Hydrogenation Reactions

Описание

Тип публикации: статья из журнала

Год издания: 2024

Идентификатор DOI: 10.1002/slct.202402788

Аннотация: <jats:title>Abstract</jats:title><jats:p>In this study, we report the synthesis of a new type of chiral crystalline organic porous salt CF2 derived from the ionic reaction between tetrakis(4-sulfophenyl)methane (<jats:bold>TSPM</jats:bold>) and the tetra-(S)-prolylamide of tetrakis(4-aminophenyl)methane, (S)-TPPM, and its ability tПоказать полностьюo stabilize 2 nm palladium nanoparticles to give a novel, nonpyrophoric, chiral, catalytic material <jats:bold>Pd@CF2</jats:bold>. The preparation of the catalyst was very simple and conducted in water. The heterogeneous catalytic performance of <jats:bold>Pd@CF2</jats:bold> was tested in hydrogen reductions of olefins and substituted nitroaromatic compounds using Pd/C as a comparison to determine the specific features of the novel catalyst. Although both types of catalysts exhibited similar catalytic activity in case of reductions of diphenylacetylene and nitrobenzene, <jats:bold>Pd@CF2</jats:bold> predominantly promoted the reduction of <jats:italic>p</jats:italic>-nitrobenzaldehyde to <jats:italic>p</jats:italic>-aminobenzyl alcohol whereas Pd/C gave <jats:italic>p</jats:italic>-toluidine. The reduction of <jats:italic>p</jats:italic>-dinitrobenzene led to predominant formation of <jats:italic>p</jats:italic>-nitrophenylhydroxylamine if promoted by the novel catalyst and to a mixture of products if promoted by Pd/C. In addition, the introduction of <jats:italic>p</jats:italic>-alkoxy groups onto nitrobenzenes slowed down the reduction with <jats:bold>Pd@CF2</jats:bold> but had no influence on Pd/C activity. A hypothesis ascribing these observations to dissimilar equilibrium distributions of nitro and polar groups within the organic framework and the palladium metal surface is proposed to rationalize the selectivity of the novel catalytic material.</jats:p>

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Издание

Журнал: ChemistrySelect

Выпуск журнала: Т. 9, 41

ISSN журнала: 23656549

Место издания: Вайнхайм

Персоны

  • Kuznetsova Svetlana A. (A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences Vavilov Street 28 119334 Moscow Russian Federation)
  • Yunusov Safar M. (A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences Vavilov Street 28 119334 Moscow Russian Federation)
  • North Michael (Green Chemistry Centre of Excellence Department of Chemistry University of York Heslington, York YO10 5DD UK)
  • Zhereb Vladimir P. (Siberian Federal University School of Non-Ferrous Metals and Material Science Krasnoyarskiy Rabochiy Pr. 95 660025 Krasnoyarsk Russian Federation)
  • Khakina Ekaterina A. (A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences Vavilov Street 28 119334 Moscow Russian Federation)
  • Naumkin Alexander (A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences Vavilov Street 28 119334 Moscow Russian Federation)
  • Lobanov Nikolai N. (Peoples' Friendship University of Russia (RUDN University) Miklukho-Maklaya Street 6 Moscow 117198 Russian Federation)
  • Khrustalev Victor N. (Zelinsky Institute of Organic Chemistry Leniskyi Prosp. 47 Moscow Russian Federation)
  • Chusov Denis (A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences Vavilov Street 28 119334 Moscow Russian Federation)
  • Kalyuzhnaya Elena S. (A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences Vavilov Street 28 119334 Moscow Russian Federation)
  • Ilyin Mikhail M. (A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences Vavilov Street 28 119334 Moscow Russian Federation)
  • Morozov Viacheslav V. (D. Mendeleev University of Chemical Technology of Russia Miusskaya Square 9 125047 Moscow Russian Federation)
  • Kashin Alexey S. (Zelinsky Institute of Organic Chemistry Leniskyi Prosp. 47 Moscow Russian Federation)
  • Ezernitskaya Mariam G. (A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences Vavilov Street 28 119334 Moscow Russian Federation)
  • Belokon Yuri N. (A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences Vavilov Street 28 119334 Moscow Russian Federation)

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