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Carbon Dioxide Based N-Formylation of Amines Catalyzed by Fluoride and Hydroxide Anions

Title data

Hulla, Martin ; Bobbink, Felix D. ; Das, Shoubhik ; Dyson, Paul J.:
Carbon Dioxide Based N-Formylation of Amines Catalyzed by Fluoride and Hydroxide Anions.
In: ChemCatChem. Vol. 8 (2016) Issue 21 . - pp. 3338-3342.
ISSN 1867-3899
DOI: https://doi.org/10.1002/cctc.201601027

Abstract in another language

We described herein a simple approach for N-formylation with CO2 and hydrosilane reducing agents. Fluoride and hydroxide salts efficiently catalyzed the reaction, principally through activation of the hydrosilanes, which led to hydrosilane reactivities comparable to those of NaBH4/LiAlH4. Consequently, the N-formylation of amines with CO2 could be achieved at room temperature and atmospheric pressure. The mechanism of these anionic catalysts contrasts that of the currently reported systems, for which activation of CO2 is the key mechanistic step. Using tetrabutylammonium fluoride as a simple ammonium salt catalyst, the N-formylated products of both aliphatic and aromatic amines could be obtained in excellent yields with high selectivities.

Further data

Item Type: Article in a journal
Refereed: Yes
Institutions of the University: Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry
Faculties
Faculties > Faculty of Biology, Chemistry and Earth Sciences
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Organic Chemistry I > Chair Organic Chemistry I - Univ.-Prof. Dr. Das Shoubhik
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Organic Chemistry I
Result of work at the UBT: No
DDC Subjects: 500 Science > 540 Chemistry
Date Deposited: 20 Jul 2023 10:18
Last Modified: 08 Nov 2023 11:23
URI: https://eref.uni-bayreuth.de/id/eprint/86216