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Metal-Free Supramolecular Reduction of Nitro Compounds into the Cucurbit[7]uril Cavity: Testing the Enabling Technique in Aqueous Media
Matej Bel Univ, Fac Nat Sci, Dept Chem, Banska Bystrica 97401, Slovakia..
Lodz Univ Technol, Int Ctr Res Innovat Biobased Mat ICRI BioM Int Res, PL-90924 Lodz, Poland..
COMSATS Univ, Dept Chem, Abbottabad 22060, Pakistan..
COMSATS Univ, Dept Chem, Abbottabad 22060, Pakistan..
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2023 (English)In: ACS Sustainable Chemistry and Engineering, E-ISSN 2168-0485, Vol. 11, no 23, p. 8406-8412Article in journal (Refereed) Published
Abstract [en]

This protocol describes metal-free supramolecular reductionof nitroarenes into the cucurbit[7]-uril cavity under the blue lightirradiation (390 nm). A metal-free strategy for the supramolecular reductionof nitroarenesin a cucurbit[7]-uril (CB[7]) cavity has been developed under bluelight (390 nm) irradiation using a mixture of aqueous sodium chloride/dichloromethaneas the reaction media. The protocol was found to be simple, efficient,and environmentally benign to obtain diversely substituted anilines,including heterocyclic and aliphatic amines with excellent yields.This is the first ever report describing the blue light-driven supramolecularreduction of nitroarenes into a CB[7] cavity. The mechanism of thistransformation was simulated by the DFT method.

Place, publisher, year, edition, pages
American Chemical Society (ACS) , 2023. Vol. 11, no 23, p. 8406-8412
Keywords [en]
Hydrogenation, amines, nitro compounds, cucurbit[7]uril, supramolecular catalysis
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:kth:diva-330530DOI: 10.1021/acssuschemeng.3c00497ISI: 001005193600001Scopus ID: 2-s2.0-85162869158OAI: oai:DiVA.org:kth-330530DiVA, id: diva2:1777880
Note

QC 20230630

Available from: 2023-06-30 Created: 2023-06-30 Last updated: 2024-08-28Bibliographically approved

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Iaroshenko, Viktor
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Wood Chemistry and Pulp TechnologyWallenberg Wood Science Center
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