Organic Functional Group Hydrogenation

Augustine, Robert L.

doi:10.1080/00087647608069940

Cited by 52 publications

(13 citation statements)

References 69 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Scheme 1 shows some of the possible side reactions that can occur when the primary amine is the target product [11]. The addition of primary amine to intermediate aldimine, followed by subsequent hydrogenolysis leads to the formation of secondary amines.…”

Section: Introductionmentioning

confidence: 99%

The application of a supported palladium catalyst for the hydrogenation of aromatic nitriles

McMillan

Gilpin

Baker

et al. 2016

Journal of Molecular Catalysis A: Chemical

View full text Add to dashboard Cite

Section: Introductionmentioning

confidence: 99%

The application of a supported palladium catalyst for the hydrogenation of aromatic nitriles

McMillan

Gilpin

Baker

et al. 2016

Journal of Molecular Catalysis A: Chemical

View full text Add to dashboard Cite

“…There are several examples of efforts to hinder the byproduct formation during the hydrogenation of adiponitrile to produce hexamethylenediamine. Ammonia was previously employed to inhibit undesired side reactions that produce secondary and tertiary amines, [87,88], but ammonia is corrosive and a health hazard. Thus, alternative processing techniques that do not require ammonia at lower temperature and pressure are desirable, one example being the use of a Raney Ni catalyst with adiponitrile in a hexamethylenediamine solvent [89].…”

Section: Hydrogenation Of Adiponitrile To Hexamethylenediaminementioning

confidence: 99%

Catalytic production of hexamethylenediamine from renewable feedstocks

Lee

Kim

et al. 2021

Korean J. Chem. Eng.

View full text Add to dashboard Cite

Renewable biomass-derived chemicals have received considerable interest as a potential substitute for petroleum-derived chemicals. Hexamethylenediamine is a key intermediate in manufacturing nylon 66, a synthetic polymer that is broadly used in society. This article reviews the catalytic production of hexamethylenediamine from biomass-derived chemical feedstocks, and specifically the bio-based routes for obtaining hexamethylenediamine. While methods to directly convert biomass to hexamethylenediamine have yet to be commercialized, the use of heterogeneous catalytic systems via combined processes appears to be a promising and emerging chemical pathway to achieve this goal. Current proposed routes for the renewable production of hexamethylenediamine are not yet entirely competitive with petrochemical production techniques, predominantly because of low efficiency and high cost. However, many opportunities exist to advance technologies that exploit renewable and bio-based feedstocks to generate hexamethylenediamine. Thus, the commercialization of biomass-derived nylon monomers appears achievable in the near future.

show abstract

“…Palladium is intrinsically a poor catalyst for selective hydrogenation of the C O bond of a ␣,␤ ethylenic aldehyde. Carbonyl groups are usually hydrogenated over platinum while hydrogenation has not been reported over palladium for aliphatic aldehydes [43,44].…”

Section: Benzalacetophenone Nmr Analysismentioning

confidence: 99%