Highly chemoselective and regiospecific Rh-catalyzed single-step hydroformylation of biomass derived (R)-carvone
• Use of the bio-renewable olefin , (R)-carvone makes the hydroformylation process sustainable. • The system is extremely sensitive to changes in the reaction conditions which necessitates rigorous optimizations. • Employment of Rh/Xantphos catalytic system leads to an aldehyde favoring approach. • Selectivity tuning gives 99 % conversion, 95 % yield and 96 % chemoselectivity toward the desired aldehyde under optimized conditions. • The formation of only the linear aldehyde makes the system regiospecific. An efficient protocol for the rhodium catalyzed single-step hydroformylation of renewable natural olefin , (R)-carvone was developed, obtaining the corresponding linear aldehyde as the major product. The system was found to be highly sensitive to even slight variations in the reaction conditions, which had a tendency to complicate itself through the formation of numerous byproducts; nonetheless, high conversion (99 %), yield (95 %) and chemoselectivity (96 %) toward the desired aldehyde were accomplished under the optimized conditions. Moreover, this process proved to be regiospecific as no branched aldehyde was formed. These results were achieved by a careful tuning of different parameters such as temperature, pressure, reaction time, catalyst to ligand ratio, catalyst to substrate ratio and types of catalyst precursors, ligands and solvents.
Authors
- Bhalchandra Mahadeo Bhanage (ORCID: https://orcid.org/0000-0001-9538-3339)
- Rupali S. Prajapati (ORCID: https://orcid.org/0009-0003-5484-1980)
Institutions
- Institute of Chemical Technology (IN)
Publication Details
- Journal
- Molecular Catalysis
- Published
- 2024-10-13
- DOI
- https://doi.org/10.1016/j.mcat.2024.114607
- Citations
- 5
- Primary Topic
- Microbial Metabolic Engineering and Bioproduction
- Type
- article
- Field-Weighted Citation Impact
- 1.17
Funders
- Department of Science and Technology, Ministry of Science and Technology, India
- University Grants Commission