Enantioselective CO2 Fixation Via a Heck-Coupling/Carboxylation Cascade Catalyzed by Nickel. Cerveri, A., Giovanelli, R., Sella, D., Pedrazzani, R., Monari, M., Nieto Faza, O., López, C. S., & Bandini, M. Chemistry – A European Journal, 27(28):7657-7662, 2021. doi abstract bibtex Abstract A novel asymmetric nickel-based procedure has been developed in which CO2 fixation is achieved as a second step of a truncated Heck coupling. For this, a new chiral ligand has been prepared and shown to achieve enantiomeric excesses up to 99 %. The overall process efficiently furnishes chiral 2,3-dihydrobenzofuran-3-ylacetic acids, an important class of bioactive products, from easy to prepare starting materials. A combined experimental and computational effort revealed the key steps of the catalytic cycle and suggested the unexpected participation of Ni(I) species in the coupling event.
@article{Cerveri20217657,
author = {Cerveri, Alessandro and Giovanelli, Riccardo and Sella, Davide and Pedrazzani, Riccardo and Monari, Magda and Nieto Faza, Olalla and López, Carlos Silva and Bandini, Marco},
title = {Enantioselective CO2 Fixation Via a Heck-Coupling/Carboxylation Cascade Catalyzed by Nickel},
journal = {Chemistry – A European Journal},
volume = {27},
number = {28},
pages = {7657-7662},
keywords = {asymmetric catalysis, carbon dioxide, carboxylation, cross-coupling, nickel},
doi = {https://doi.org/10.1002/chem.202101082},
abstract = {Abstract A novel asymmetric nickel-based procedure has been developed in which CO2 fixation is achieved as a second step of a truncated Heck coupling. For this, a new chiral ligand has been prepared and shown to achieve enantiomeric excesses up to 99 \%. The overall process efficiently furnishes chiral 2,3-dihydrobenzofuran-3-ylacetic acids, an important class of bioactive products, from easy to prepare starting materials. A combined experimental and computational effort revealed the key steps of the catalytic cycle and suggested the unexpected participation of Ni(I) species in the coupling event.},
year = {2021}
}
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