Academic Journal
Kinetically-Controlled Ni-Catalyzed Direct Carboxylation of Unactivated Secondary Alkyl Bromides without Chain Walking
| العنوان: | Kinetically-Controlled Ni-Catalyzed Direct Carboxylation of Unactivated Secondary Alkyl Bromides without Chain Walking |
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| المؤلفون: | Davies, Jacob, Lyonnet, Julien R., Carvalho, Bjørn, Sahoo, Basudev, Day, Craig S., Juliá-Hernández, Francisco, Duan, Yaya, Álvaro Velasco-Rubio, None, Obst, Marc, Norrby, Per-Ola, Hopmann, Kathrin Helen, Martin, Ruben |
| بيانات النشر: | American chemical society |
| سنة النشر: | 2024 |
| المجموعة: | University of Tromsø: Munin Open Research Archive |
| الوصف: | 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 CO 2 at the initial C(sp 3 )−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. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| Relation: | Journal of the American Chemical Society; info:eu-repo/grantAgreement/EC/H2020/883756/EU/Escaping from Flatland by “de novo” Catalytic Decarboxylation Techniques/NOVOFLAT/; info:eu-repo/grantAgreement/EC/H2020/859910/EU/Cooperation towards a sustainable chemical industry/CO2PERATE/; info:eu-repo/grantAgreement/EC/H2020/754558/EU/COFUND BIST PREDOCTORAL PROGRAMME/PREBIST/; FRIDAID 2236445; https://hdl.handle.net/10037/35030 |
| DOI: | 10.1021/jacs.3c11205 |
| الاتاحة: | https://hdl.handle.net/10037/35030 https://doi.org/10.1021/jacs.3c11205 |
| Rights: | Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) ; openAccess ; Copyright 2024 The Author(s) ; https://creativecommons.org/licenses/by-nc-nd/4.0 |
| رقم الانضمام: | edsbas.E459D2F5 |
| قاعدة البيانات: | BASE |
| DOI: | 10.1021/jacs.3c11205 |
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