Abstract
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.
| Original language | English |
|---|---|
| Pages (from-to) | 9138-9145 |
| Number of pages | 8 |
| Journal | Green Chemistry |
| Volume | 25 |
| Issue number | 22 |
| Early online date | 12 Sept 2023 |
| DOIs | |
| Publication status | Published - 21 Nov 2023 |
Bibliographical note
Funding Information:We thank the Swedish Research Council (Vetenskapsrådet, dnr 2019-05424), Carl Tryggers Stiftelse (CTS 21:1495) and the Erasmus Programme for funding. We are grateful to Dr Jannica Heinrichs for help with SEM, as well as Dr Christine Dyrager and Dr Johanna Larsson for manuscript proof-reading. This study made use of the NMR Uppsala infrastructure, which is funded by the Department of Chemistry - BMC and the Disciplinary Domain of Medicine and Pharmacy.
Funding Information:
We thank the Swedish Research Council (Vetenskapsrådet, dnr 2019-05424), Carl Tryggers Stiftelse (CTS 21:1495) and the Erasmus Programme for funding. We are grateful to Dr Jannica Heinrichs for help with SEM, as well as Dr Christine Dyrager and Dr Johanna Larsson for manuscript proof-reading. This study made use of the NMR Uppsala infrastructure, which is funded by the Department of Chemistry – BMC and the Disciplinary Domain of Medicine and Pharmacy.
Publisher Copyright:
© 2023 The Royal Society of Chemistry.