Selective Synthesis of Trimethylamine by Catalytic N-Methylation of Ammonia and Ammonium Chloride by utilizing Carbon Dioxide and Molecular Hydrogen

The synthesis of trimethylamine (TMA) through a multicomponent combination of ammonia with carbon dioxide and molecular hydrogen by using a homogeneous ruthenium catalyst was explored. The use of [Ru(triphos)(tmm)] [triphos: 1,1,1‐tris(diphenylphosphinomethyl)ethane, tmm: trimethylene methane] toget...

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Bibliographic Details
Published in:ChemCatChem 2016-01, Vol.8 (1), p.135-138
Main Authors: Beydoun, Kassem, Thenert, Katharina, Streng, Emilia S., Brosinski, Sandra, Leitner, Walter, Klankermayer, Jürgen
Format: Article
Language:English
Subjects:
amines
Ammonia
Aqueous solutions
carbon dioxide
homogeneous catalysis
methylation
Solvents
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Summary:The synthesis of trimethylamine (TMA) through a multicomponent combination of ammonia with carbon dioxide and molecular hydrogen by using a homogeneous ruthenium catalyst was explored. The use of [Ru(triphos)(tmm)] [triphos: 1,1,1‐tris(diphenylphosphinomethyl)ethane, tmm: trimethylene methane] together with aluminum trifluoromethanesulfonate as a co‐catalyst resulted in high ammonia conversion and excellent selectivity for TMA in organic solvents. Aqueous solutions of ammonium chloride were methylated almost quantitatively to the corresponding hydrochloride salt (i.e., TMA⋅HCl) in a biphasic solvent system by using the same Ru complex without the need for any co‐catalyst. Ready, amine, fire! The multicomponent synthesis of trimethylamine (TMA) from ammonia, carbon dioxide, and molecular hydrogen by using a homogeneous ruthenium catalyst is reported. The use of [Ru(triphos)(tmm)] [triphos: 1,1,1‐tris(diphenylphosphinomethyl)ethane, tmm: trimethylene methane] together with aluminum trifluoromethanesulfonate results in high ammonia conversion and excellent selectivity for TMA in organic solvents.
ISSN:1867-3880
1867-3899
DOI:10.1002/cctc.201501116