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Efficient and Practical Arene Hydrogenation by Heterogeneous Catalysts under Mild Conditions
Author(s) -
Maegawa Tomohiro,
Akashi Akira,
Yaguchi Kiichiro,
Iwasaki Yohei,
Shigetsura Masahiro,
Monguchi Yasunari,
Sajiki Hironao
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200900361
Subject(s) - alkylbenzenes , catalysis , chemistry , organic chemistry , heterogeneous catalysis , phenols , platinum , catalytic hydrogenation , combinatorial chemistry
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 i PrOH 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.