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Solvent-free and ball mill-free catalytic C–H methylation
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Organic Chemistry.ORCID iD: 0000-0002-7826-9953
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Organic Chemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC.
School of Chemistry, University of Bristol, Cantock's Close, Clifton, Bristol, BS8 1TS, UK.ORCID iD: 0000-0001-8619-7745
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2023 (English)In: Green Chemistry, ISSN 1463-9262, E-ISSN 1463-9270, Vol. 25, no 22, p. 9138-9145Article in journal (Refereed) Published
Abstract [en]

An expedient, mechanochemical, operationally simple protocol is reported for the Rh-catalysed C–H methylation of (hetero)arenes under solvent-free conditions without the use of a ball mill. Reagent mixing and activation are delivered using simple pestle-and-mortar grinding and subsequent heating, providing access to the same sustainability benefits as ball milling without the need for specialised equipment. Calculated E-factors are identical to those of ball milling and 5–25 times lower than for solution based conditions. The C–H methylation displays complete regioselectivity and good functional group tolerance. Reaction mixture analyses using scanning electron microscopy and differential scanning calorimetry are described.

Place, publisher, year, edition, pages
RSC Publishing, 2023. Vol. 25, no 22, p. 9138-9145
National Category
Organic Chemistry
Research subject
Chemistry with specialization in Organic Chemistry
Identifiers
URN: urn:nbn:se:uu:diva-516311DOI: 10.1039/d3gc02411cISI: 001068657900001OAI: oai:DiVA.org:uu-516311DiVA, id: diva2:1813435
Funder
Swedish Research Council, 2019-05424Carl Tryggers foundation , CTS 21:1495Available from: 2023-11-20 Created: 2023-11-20 Last updated: 2024-03-08Bibliographically approved

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Hribersek, MaticMéndez-Gálvez, CarolinaShakari, PatrickSamanta, AyanPilarski, Lukasz T.

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Hribersek, MaticMéndez-Gálvez, CarolinaGates, Paul J.Shakari, PatrickSamanta, AyanPilarski, Lukasz T.
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Organic ChemistryDepartment of Chemistry - BMCMacromolecular Chemistry
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Green Chemistry
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