Publication | Closed Access
Low‐Temperature Reductive Aminolysis of Carbohydrates to Diamines and Aminoalcohols by Heterogeneous Catalysis
11
Citations
30
References
2017
Year
EngineeringOrganic ChemistryChemistryShort AminesHomogeneous CatalysisLow‐temperature Reductive AminolysisBiochemistryBiocatalysisDiversity-oriented SynthesisAbstract Short AminesAldolase EnzymesCatalysisNatural Product SynthesisCatalytic SynthesisBiomolecular EngineeringNatural SciencesEnzyme CatalysisHeterogeneous CatalysisMolecular CatalysisSynthetic Chemistry
Abstract Short amines, such as ethanolamines and ethylenediamines, are important compounds in today's bulk and fine chemicals industry. Unfortunately, current industrial manufacture of these chemicals relies on fossil resources and requires rigorous safety measures when handling explosive or toxic intermediates. Inspired by the elegant working mechanism of aldolase enzymes, a novel heterogeneously catalyzed process—reductive aminolysis—was developed for the efficient production of short amines from carbohydrates at low temperature. High‐value bio‐based amines containing a bio‐derived C2 carbon backbone were synthesized in one step with yields up to 87 C%, in the absence of a solvent and at a temperature below 405 K. A wide variety of available primary and secondary alkyl‐ and alkanolamines can be reacted with the carbohydrate to form the corresponding C2‐diamine. The presented reductive aminolysis is therefore a promising strategy for sustainable synthesis of short, acyclic, bio‐based amines.
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