dc.contributor.author
Davies, Jacob
dc.contributor.author
Lyonnet, Julien R.
dc.contributor.author
Carvalho, Bjørn
dc.contributor.author
Day, Craig S.
dc.contributor.author
Juliá-Hernández, Francisco
dc.contributor.author
Duan, Yaya
dc.contributor.author
Velasco-Rubio, Álvaro
dc.contributor.author
Obst, Marc
dc.contributor.author
Norrby, Per-Ola
dc.contributor.author
Hopmann, Kathrin H.
dc.contributor.author
Martin, Ruben
dc.date.accessioned
2024-01-16T09:58:34Z
dc.date.accessioned
2024-04-23T10:58:37Z
dc.date.available
2024-01-16T09:58:34Z
dc.date.available
2024-04-23T10:58:37Z
dc.date.issued
2024-01-09
dc.identifier.uri
http://hdl.handle.net/2072/537175
dc.description.abstract
Herein, we report the direct carboxylation of unactivated secondary alkyl bromides enabled by the merger of photoredox and nickel catalysis, a previously inaccessible endeavor in the carboxylation arena. Site-selectivity is dictated by a kinetically controlled insertion of CO2 at the initial C(sp3)–Br site by the rapid formation of Ni(I)–alkyl species, thus avoiding undesired β-hydride elimination and chain-walking processes. Preliminary mechanistic experiments reveal the subtleties of stereoelectronic effects for guiding the reactivity and site-selectivity.
eng
dc.format.extent
7 p.
cat
dc.publisher
ACS Publications
cat
dc.rights
CC-BY-NC-ND 4.0
dc.source
RECERCAT (Dipòsit de la Recerca de Catalunya)
dc.subject.other
Química
cat
dc.title
Kinetically-Controlled Ni-Catalyzed Direct Carboxylation of Unactivated Secondary Alkyl Bromides without Chain Walking
cat
dc.type
info:eu-repo/semantics/article
cat
dc.type
info:eu-repo/semantics/publishedVersion
cat
dc.relation.projectID
FEDER/MCI PID2021-123801NB-I00
cat
dc.relation.projectID
European Research Council (ERC) under European Union’s Horizon 2020 research and innovation program (grant agreement 883756)
cat
dc.relation.projectID
K.H.H., M.O., and B.C. thank the support from the Research Council of Norway (No. 300769), NordForsk (Grant No. 85378) and the members of the Nordic Consortium for CO2 Conversion (NordCO2), and Sigma2 (Nos. nn9330k and nn4654k)
cat
dc.relation.projectID
J.R.L. and B.C. thank the European Union’s Horizon 2020 research and innovation programme under the Marie Skłodowska-Curie grant agreement No 859910.
cat
dc.relation.projectID
C.S.D. thanks European Union’s Horizon 2020 under the Marie Curie PREBIST grant agreement 754558.
cat
dc.relation.projectID
A.V.R. thanks MICINN and European Union (NextGenerationEU/PRTR) for a postdoctoral fellowship
cat
dc.identifier.doi
https://doi.org/10.1021/jacs.3c11205
dc.rights.accessLevel
info:eu-repo/semantics/openAccess
