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Continuous Flow Catalytic Reductive Amination of Carbonyl Compounds to Primary Amines with Carbon‐Coated Co@CS Catalyst under Mild Conditions

Mi, Siyi ; Liu, Yulong ; Liu, Jianguo and Pyo, Sang-Hyun LU orcid (2025) In ChemPlusChem 90(12).
Abstract
Reductive amination is crucial for synthesizing amines in pharmaceutical and industry, yet selectively producing primary amines on a large scale remains challenging. This work presents a continuous-flow reductive amination process using benzaldehyde with NH3 and H2 as the nitrogen sources and reductant. A cobalt catalyst supported on nitrogen-doped carbon derived from chitosan (Co@CS) was developed. After optimization, a primary amine yield exceeding 99% was achieved under mild reaction conditions. The catalyst demonstrated excellent stability in long-term tests and with various substrates, including the biomass lignin-derived vanillin. Compared to batch reactors, theflow reactor provided superior selectivity. This... (More)
Reductive amination is crucial for synthesizing amines in pharmaceutical and industry, yet selectively producing primary amines on a large scale remains challenging. This work presents a continuous-flow reductive amination process using benzaldehyde with NH3 and H2 as the nitrogen sources and reductant. A cobalt catalyst supported on nitrogen-doped carbon derived from chitosan (Co@CS) was developed. After optimization, a primary amine yield exceeding 99% was achieved under mild reaction conditions. The catalyst demonstrated excellent stability in long-term tests and with various substrates, including the biomass lignin-derived vanillin. Compared to batch reactors, theflow reactor provided superior selectivity. This catalytic flow process minimizes waste, enhances atom economy, avoids hazardous chemical, and improves energy efficiency. The use of a renewable chitosan feedstock and a safer process aligns with multiple principles of green chemistry. The exceptional heat and mass transfer in the Flow system offers an effective strategy for the large-scale production of primary amines from biomass platform compounds. (Less)
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author
; ; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
ChemPlusChem
volume
90
issue
12
publisher
Institute of Organic Chemistry and Biochemistry
external identifiers
  • pmid:41166575
  • scopus:105020196384
ISSN
2192-6506
DOI
10.1002/cplu.202500381
language
English
LU publication?
yes
id
c59fcc00-d639-4d55-be44-4d4faacc1748
date added to LUP
2025-11-29 15:26:31
date last changed
2025-12-19 16:19:51
@article{c59fcc00-d639-4d55-be44-4d4faacc1748,
  abstract     = {{Reductive amination is crucial for synthesizing amines in pharmaceutical and industry, yet selectively producing primary amines on a large scale remains challenging. This work presents a continuous-flow reductive amination process using benzaldehyde with NH<sub>3</sub> and H<sub>2</sub> as the nitrogen sources and reductant. A cobalt catalyst supported on nitrogen-doped carbon derived from chitosan (Co@CS) was developed. After optimization, a primary amine yield exceeding 99% was achieved under mild reaction conditions. The catalyst demonstrated excellent stability in long-term tests and with various substrates, including the biomass lignin-derived vanillin. Compared to batch reactors, theflow reactor provided superior selectivity. This catalytic flow process minimizes waste, enhances atom economy, avoids hazardous chemical, and improves energy efficiency. The use of a renewable chitosan feedstock and a safer process aligns with multiple principles of green chemistry. The exceptional heat and mass transfer in the Flow system offers an effective strategy for the large-scale production of primary amines from biomass platform compounds.}},
  author       = {{Mi, Siyi and Liu, Yulong and Liu, Jianguo and Pyo, Sang-Hyun}},
  issn         = {{2192-6506}},
  language     = {{eng}},
  month        = {{12}},
  number       = {{12}},
  publisher    = {{Institute of Organic Chemistry and Biochemistry}},
  series       = {{ChemPlusChem}},
  title        = {{Continuous Flow Catalytic Reductive Amination of Carbonyl Compounds to Primary Amines with Carbon‐Coated Co@CS Catalyst under Mild Conditions}},
  url          = {{http://dx.doi.org/10.1002/cplu.202500381}},
  doi          = {{10.1002/cplu.202500381}},
  volume       = {{90}},
  year         = {{2025}},
}