NDLI: Copper-diphosphine complex catalysts for N-formylation of amines under 1 atm of carbon dioxide with polymethylhydrosiloxane

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Comment on “Nickel nanoparticles catalyse reversible hydration of carbon dioxide for mineralization carbon capture and storage” by G. Bhaduri and L. Šiller, Catal. Sci. Technol., 2013, 3, 1234

Reply to the ‘Comment on “Nickel nanoparticles catalyse reversible hydration of carbon dioxide for mineralization carbon capture and storage”’ by D. Britt, Catal. Sci. Technol., 2013, 3, DOI: 10.1039/C3CY00142C

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Copper-diphosphine complex catalysts for N-formylation of amines under 1 atm of carbon dioxide with polymethylhydrosiloxane

Content Provider	Royal Society of Chemistry (RSC)
Author	Miyaji, Akimitsu Takahashi, Naoki Kashiwame, Daiki Yamaguchi, Sho Baba, Toshihide Motokura, Ken
Copyright Year	2013
Abstract	N-formylation of a wide range of amines proceeded using copper-diphosphine complexes as homogeneous catalysts with polymethylhydrosiloxane (PMHS) under 1 atm of CO2. In the reaction of piperidine, for example, the turnover number (TON) reached 11 700 in 23 h with 90% yield of the formylated product. This TON value is much higher than those of the reported catalysts for the formylation of amines under 1 atm of CO2 with hydrosilanes. The Cu complexes with phosphines having ortho-phenylene structures acted as good ligands for the formylation, as compared to a bidentate ligand connected with a propyl chain and a monodentate ligand. Among these diphosphines, ligands with alkyl functionalities, such as isopropyl and cyclohexyl groups, produced better results than the phenyl group. Not only cyclic secondary amines, but also linear secondary amines and aromatic and aliphatic primary amines were found to be reactive substrates. In the case of 2,2,6,6-tetramethylpiperidin-4-amine, the formylation proceeded regioselectively. A catalytic reaction pathway was proposed from a separate experiment using [Me2NCO2][Me2NH2].
Starting Page	2392
Ending Page	2396
Page Count	5
File Format	HTM / HTML PDF
ISSN	20444753
Volume Number	3
Issue Number	9
Journal	Catalysis Science & Technology
DOI	10.1039/c3cy00375b
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Cu Ligand Alkyl Aliphatic compound Polymethylhydrosiloxane Denticity Propyl group Turnover number Formylation Phenyl group Piperidine
Content Type	Text
Resource Type	Article
Subject	Catalysis

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