Rapid and scalable ruthenium catalyzed meta-C–H alkylation enabled by resonant acoustic mixing
Abstract Synthetic chemistry approaches for direct C–H bond alkylation offers a promising alternative to traditional functional-group-centered strategies which often involve multi-step procedures and may suffer from a variety of challenges including scalability. Here, we introduce resonant mixing as...
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| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Nature Portfolio
2024-12-01
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| Series: | Communications Chemistry |
| Online Access: | https://doi.org/10.1038/s42004-024-01390-1 |
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| _version_ | 1850101926872481792 |
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| author | Arnab Dey Rajesh Kancherla Kuntal Pal Nathan Kloszewski Magnus Rueping |
| author_facet | Arnab Dey Rajesh Kancherla Kuntal Pal Nathan Kloszewski Magnus Rueping |
| author_sort | Arnab Dey |
| collection | DOAJ |
| description | Abstract Synthetic chemistry approaches for direct C–H bond alkylation offers a promising alternative to traditional functional-group-centered strategies which often involve multi-step procedures and may suffer from a variety of challenges including scalability. Here, we introduce resonant mixing as an efficient method for meta-C–H alkylation of arenes using a Ru-catalyst, avoiding the need for bulk solvents, external temperature, or light. The described methodology is highly rapid, enabling multigram-scale synthesis of meta-alkylation products within a short reaction time and achieving a very high turnover frequency. The reaction operates via a radical mechanism and is characterized by its mild reaction conditions, substrate compatibility, and exceptional meta-selectivity, all while significantly reducing reaction times. |
| format | Article |
| id | doaj-art-137439eaabb9419c8d3235f4651fe5e5 |
| institution | DOAJ |
| issn | 2399-3669 |
| language | English |
| publishDate | 2024-12-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Communications Chemistry |
| spelling | doaj-art-137439eaabb9419c8d3235f4651fe5e52025-08-20T02:39:52ZengNature PortfolioCommunications Chemistry2399-36692024-12-01711710.1038/s42004-024-01390-1Rapid and scalable ruthenium catalyzed meta-C–H alkylation enabled by resonant acoustic mixingArnab Dey0Rajesh Kancherla1Kuntal Pal2Nathan Kloszewski3Magnus Rueping4KAUST Catalysis Center, King Abdullah University of Science and Technology (KAUST)KAUST Catalysis Center, King Abdullah University of Science and Technology (KAUST)KAUST Catalysis Center, King Abdullah University of Science and Technology (KAUST)KAUST Catalysis Center, King Abdullah University of Science and Technology (KAUST)KAUST Catalysis Center, King Abdullah University of Science and Technology (KAUST)Abstract Synthetic chemistry approaches for direct C–H bond alkylation offers a promising alternative to traditional functional-group-centered strategies which often involve multi-step procedures and may suffer from a variety of challenges including scalability. Here, we introduce resonant mixing as an efficient method for meta-C–H alkylation of arenes using a Ru-catalyst, avoiding the need for bulk solvents, external temperature, or light. The described methodology is highly rapid, enabling multigram-scale synthesis of meta-alkylation products within a short reaction time and achieving a very high turnover frequency. The reaction operates via a radical mechanism and is characterized by its mild reaction conditions, substrate compatibility, and exceptional meta-selectivity, all while significantly reducing reaction times.https://doi.org/10.1038/s42004-024-01390-1 |
| spellingShingle | Arnab Dey Rajesh Kancherla Kuntal Pal Nathan Kloszewski Magnus Rueping Rapid and scalable ruthenium catalyzed meta-C–H alkylation enabled by resonant acoustic mixing Communications Chemistry |
| title | Rapid and scalable ruthenium catalyzed meta-C–H alkylation enabled by resonant acoustic mixing |
| title_full | Rapid and scalable ruthenium catalyzed meta-C–H alkylation enabled by resonant acoustic mixing |
| title_fullStr | Rapid and scalable ruthenium catalyzed meta-C–H alkylation enabled by resonant acoustic mixing |
| title_full_unstemmed | Rapid and scalable ruthenium catalyzed meta-C–H alkylation enabled by resonant acoustic mixing |
| title_short | Rapid and scalable ruthenium catalyzed meta-C–H alkylation enabled by resonant acoustic mixing |
| title_sort | rapid and scalable ruthenium catalyzed meta c h alkylation enabled by resonant acoustic mixing |
| url | https://doi.org/10.1038/s42004-024-01390-1 |
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