A new route to α,ω-diamines from hydrogenation of dicarboxylic acids and their derivatives in the presence of amines
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A new and selective route for the synthesis of polymer precursors, primary diamines or N-substituted diamines, from dicarboxylic acids, diesters, diamides and diols using a Ru/ triphos catalyst is reported. Excellent conversions and yields are obtained under optimised reaction conditions. The reactions worked very well using 1,4-dioxane as solvent, but the greener solvent, 2-methyl tetrahydrofuran, also gave very similar results. This method provides a potential route to converting waste biomass to value added materials. The reaction is proposed to go through both amide and aldehyde pathways.
Shi , Y , Kamer , P C J & Cole-Hamilton , D J 2017 , ' A new route to α,ω-diamines from hydrogenation of dicarboxylic acids and their derivatives in the presence of amines ' Green Chemistry , vol. 19 , pp. 5460-5466 . DOI: 10.1039/C7GC02838E
Copyright © 2017, The Royal Society of Chemistry. This work is made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1039/C7GC02838E
DescriptionWe thank the EPSRC for the critical mass grant 'Clean Catalysis for Sustainable Development' (EP/J018139/1), Sasol Technology, UK for a case studentship (Y. S.) and the EPSRC UK National Mass Spectrometry Facility at Swansea University for mass spectrometric analysis
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