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Ruthenium-Na2CO3-catalyzed one-pot synthesis of ring-hydrogenated carbamates from aromatic amines and organic carbonates under H2

Paper ID Volume ID Publish Year Pages File Format Full-Text
39465 45824 2014 9 PDF Available
Title
Ruthenium-Na2CO3-catalyzed one-pot synthesis of ring-hydrogenated carbamates from aromatic amines and organic carbonates under H2
Abstract

•Highly efficient one-pot methodology from aromatic amine to alicyclic carbamate.•Alkylene carbonate used as polar aprotic and isopropanol as polar protic solvent.•Ruthenium on carbon used as ring-hydrogenation and Na2CO3 as NARO catalysts.•Recycling of Ru/C catalyst five times without reactivity loss.•The process is green, non-toxic, and eco-friendly.

A facile and efficient one-pot procedure for the synthesis of ring hydrogenated carbamates from aromatic amine and alkylene carbonate under H2 gas pressure has been developed using a heterogeneous catalyst system comprising ruthenium and alkali metal carbonates. The effects of temperature, H2 pressure, catalyst (types of loaded metal and their supports), molar ratio of substrate/catalyst, and solvent were also investigated. Among the alkali metal carbonates, the sodium carbonate was found as best promoter for nucleophilic attack and ring-opening (NARO) reaction and thus increased the yield of ring hydrogenated carbamate up to 88% when using Ru/C as ring hydrogenation (RH) catalyst. This catalyst system could be reused at least five times without significant loss of activity, which makes this process cost-effective and eco-friendly.

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Keywords
Aromatic amine; Alkylene carbonate; Carbamate; Ring hydrogenation; Ruthenium catalyst; Sodium carbonate
First Page Preview
Ruthenium-Na2CO3-catalyzed one-pot synthesis of ring-hydrogenated carbamates from aromatic amines and organic carbonates under H2
Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 487, October 2014, Pages 82–90
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis