Work

Rapid and scalable ruthenium catalyzed meta-C–H alkylation enabled by resonant acoustic mixing

Year: 2024

Type: article

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. 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, the authors introduce resonant acoustic mixing as an efficient method for meta-C–H alkylation of arenes using a Ru-catalyst via a radical mechanism, avoiding the need for bulk solvents, external temperature, or light.

Source: Communications Chemistry

DOI: 10.1038/s42004-024-01390-1

Authors: Arnab Dey, Rajesh Kancherla, Kuntal Pal, Nathan Kloszewski, Magnus Rueping

Institution: King Abdullah University of Science and Technology

Language: English

Topic: Catalytic C–H Functionalization Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $3,690

Funder: King Abdullah University of Science and Technology