Literature DB >> 19514037

Efficient and practical arene hydrogenation by heterogeneous catalysts under mild conditions.

Tomohiro Maegawa1, Akira Akashi, Kiichiro Yaguchi, Yohei Iwasaki, Masahiro Shigetsura, Yasunari Monguchi, Hironao Sajiki.   

Abstract

An efficient and practical arene hydrogenation procedure based on the use of heterogeneous platinum group catalysts has been developed. Rh/C is the most effective catalyst for the hydrogenation of the aromatic ring, which can be conducted in iPrOH under neutral conditions and at ordinary to medium H(2) pressures (<10 atm). A variety of arenes such as alkylbenzenes, benzoic acids, pyridines, furans, are hydrogenated to the corresponding cyclohexyl and heterocyclic compounds in good to excellent yields. The use of Ru/C, less expensive than Rh/C, affords an effective and practical method for the hydrogenation of arenes including phenols. Both catalysts can be reused several times after simple filtration without any significant loss of catalytic activity.

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Year:  2009        PMID: 19514037     DOI: 10.1002/chem.200900361

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  8 in total

Review 1.  Heterogeneous Trimetallic Nanoparticles as Catalysts.

Authors:  James W M Crawley; Isla E Gow; Naomi Lawes; Igor Kowalec; Lara Kabalan; C Richard A Catlow; Andrew J Logsdail; Stuart H Taylor; Nicholas F Dummer; Graham J Hutchings
Journal:  Chem Rev       Date:  2022-03-09       Impact factor: 60.622

2.  Short, Divergent, and Enantioselective Total Synthesis of Bioactive ent-Pimaranes.

Authors:  Immanuel Plangger; Klaus Wurst; Thomas Magauer
Journal:  Org Lett       Date:  2022-09-28       Impact factor: 6.072

3.  Loss of the Phenolic Hydroxyl Group and Aromaticity from the Side Chain of Anti-Proliferative 10-Methyl-aplog-1, a Simplified Analog of Aplysiatoxin, Enhances Its Tumor-Promoting and Proinflammatory Activities.

Authors:  Yusuke Hanaki; Masayuki Kikumori; Harukuni Tokuda; Mutsumi Okamura; Shingo Dan; Naoko Adachi; Naoaki Saito; Ryo C Yanagita; Kazuhiro Irie
Journal:  Molecules       Date:  2017-04-13       Impact factor: 4.411

4.  Dendrimer-Encapsulated Pd Nanoparticles, Immobilized in Silica Pores, as Catalysts for Selective Hydrogenation of Unsaturated Compounds.

Authors:  Edward A Karakanov; Anna V Zolotukhina; Andrey O Ivanov; Anton L Maximov
Journal:  ChemistryOpen       Date:  2019-03-28       Impact factor: 2.911

5.  Birch-Type Reduction of Arenes in 2-Propanol Catalyzed by Zero-Valent Iron and Platinum on Carbon.

Authors:  Yoshinari Sawama; Kazuho Ban; Kazuhiro Akutsu-Suyama; Hiroki Nakata; Misato Mori; Tsuyoshi Yamada; Takahiro Kawajiri; Naoki Yasukawa; Kwihwan Park; Yasunari Monguchi; Yukio Takagi; Masatoshi Yoshimura; Hironao Sajiki
Journal:  ACS Omega       Date:  2019-07-02

6.  Iridium-catalyzed asymmetric trans-selective hydrogenation of 1,3-disubstituted isoquinolines.

Authors:  Alexia N Kim; Aurapat Ngamnithiporn; Michael D Bartberger; Brian M Stoltz
Journal:  Chem Sci       Date:  2022-02-18       Impact factor: 9.825

7.  Chemoselective hydrogenation of heteroarenes and arenes by Pd-Ru-PVP under mild conditions.

Authors:  Chandan Chaudhari; Katsutoshi Sato; Yoshihide Nishida; Tomokazu Yamamoto; Takaaki Toriyama; Syo Matsumura; Yasuyuki Ikeda; Kenji Terada; Naoya Abe; Kohei Kusuda; Hiroshi Kitagawa; Katsutoshi Nagaoka
Journal:  RSC Adv       Date:  2020-12-15       Impact factor: 4.036

8.  Highly selective hydrogenation of arenes using nanostructured ruthenium catalysts modified with a carbon-nitrogen matrix.

Authors:  Xinjiang Cui; Annette-Enrica Surkus; Kathrin Junge; Christoph Topf; Jörg Radnik; Carsten Kreyenschulte; Matthias Beller
Journal:  Nat Commun       Date:  2016-04-26       Impact factor: 14.919

  8 in total

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