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KMID : 1059519900340060652
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Journal of the Korean Chemical Society
1990 Volume.34 No. 6 p.652 ~ p.657
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Ruthenium Catalyzed Synthesis of N-Substituted Perhydroazepine Derivatives
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Shim Sang-Chul
Doh Chil-Hoon
Lee Seung-Yub
Cho Wan-Ho
Huh Keun-Tae
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Abstract
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Primary amines react with 1,6-hexanediol at 180℃ for 5 h under argon atmosphere in the presence of both RuCl3·3H2O and PR3 to give N-substituted perhydroazepine derivatives in good yields. For aromatic amines such as anilines, RuCl3·3H2O combined with PPh3 showed the highest catalytic activity. On the other hand, in the reaction of aliphatic amines, RuCl3·3H2O combined with PBu3 showed the highest catalytic activity. These differences may be attributed to the difference in the basicity of these amines. Less basic aromatic amines may require less basic phosphines, while more basic aliphatic amines may require more basic phosphines as the ligands.
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