دورية أكاديمية
Cobalt-electrocatalytic HAT for functionalization of unsaturated C-C bonds.
| العنوان: | Cobalt-electrocatalytic HAT for functionalization of unsaturated C-C bonds. |
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| المؤلفون: | Gnaim S; Department of Chemistry, The Scripps Research Institute (TSRI), La Jolla, CA, USA., Bauer A; Department of Chemistry, The Scripps Research Institute (TSRI), La Jolla, CA, USA., Zhang HJ; Department of Chemistry, The Scripps Research Institute (TSRI), La Jolla, CA, USA., Chen L; Department of Chemistry, The Scripps Research Institute (TSRI), La Jolla, CA, USA., Gannett C; Department of Chemistry and Chemical Biology, Cornell University, Ithaca, NY, USA., Malapit CA; Department of Chemistry, University of Utah, Salt Lake City, UT, USA., Hill DE; The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA, USA., Vogt D; Department of Chemistry, University of Utah, Salt Lake City, UT, USA., Tang T; Department of Chemistry, University of Utah, Salt Lake City, UT, USA., Daley RA; Department of Chemistry, The Scripps Research Institute (TSRI), La Jolla, CA, USA., Hao W; Department of Chemistry, The Scripps Research Institute (TSRI), La Jolla, CA, USA., Zeng R; Department of Chemistry and Chemical Biology, Cornell University, Ithaca, NY, USA., Quertenmont M; Minakem Recherche, Beuvry-la-Forêt, France., Beck WD; Department of Chemistry, University of Utah, Salt Lake City, UT, USA., Kandahari E; The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA, USA., Vantourout JC; Department of Chemistry, The Scripps Research Institute (TSRI), La Jolla, CA, USA., Echeverria PG; Minakem Recherche, Beuvry-la-Forêt, France., Abruna HD; Department of Chemistry and Chemical Biology, Cornell University, Ithaca, NY, USA. hda1@cornell.edu., Blackmond DG; Department of Chemistry, The Scripps Research Institute (TSRI), La Jolla, CA, USA. blackmon@scripps.edu., Minteer SD; Department of Chemistry, University of Utah, Salt Lake City, UT, USA. minteer@chem.utah.edu., Reisman SE; The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA, USA. reisman@caltech.edu., Sigman MS; Department of Chemistry, University of Utah, Salt Lake City, UT, USA. sigman@chem.utah.edu., Baran PS; Department of Chemistry, The Scripps Research Institute (TSRI), La Jolla, CA, USA. pbaran@scripps.edu. |
| المصدر: | Nature [Nature] 2022 May; Vol. 605 (7911), pp. 687-695. Date of Electronic Publication: 2022 May 25. |
| نوع المنشور: | Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S. |
| اللغة: | English |
| بيانات الدورية: | Publisher: Nature Publishing Group Country of Publication: England NLM ID: 0410462 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1476-4687 (Electronic) Linking ISSN: 00280836 NLM ISO Abbreviation: Nature Subsets: PubMed not MEDLINE; MEDLINE |
| أسماء مطبوعة: | Publication: Basingstoke : Nature Publishing Group Original Publication: London, Macmillan Journals ltd. |
| مستخلص: | The study and application of transition metal hydrides (TMHs) has been an active area of chemical research since the early 1960s 1 , for energy storage, through the reduction of protons to generate hydrogen 2,3 , and for organic synthesis, for the functionalization of unsaturated C-C, C-O and C-N bonds 4,5 . In the former instance, electrochemical means for driving such reactivity has been common place since the 1950s 6 but the use of stoichiometric exogenous organic- and metal-based reductants to harness the power of TMHs in synthetic chemistry remains the norm. In particular, cobalt-based TMHs have found widespread use for the derivatization of olefins and alkynes in complex molecule construction, often by a net hydrogen atom transfer (HAT) 7 . Here we show how an electrocatalytic approach inspired by decades of energy storage research can be made use of in the context of modern organic synthesis. This strategy not only offers benefits in terms of sustainability and efficiency but also enables enhanced chemoselectivity and distinct, tunable reactivity. Ten different reaction manifolds across dozens of substrates are exemplified, along with detailed mechanistic insights into this scalable electrochemical entry into Co-H generation that takes place through a low-valent intermediate. (© 2022. The Author(s), under exclusive licence to Springer Nature Limited.) |
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| معلومات مُعتمدة: | K99 GM140249 United States GM NIGMS NIH HHS; R35 GM118176 United States GM NIGMS NIH HHS |
| تواريخ الأحداث: | Date Created: 20220525 Date Completed: 20220527 Latest Revision: 20240830 |
| رمز التحديث: | 20240830 |
| مُعرف محوري في PubMed: | PMC9206406 |
| DOI: | 10.1038/s41586-022-04595-3 |
| PMID: | 35614246 |
| قاعدة البيانات: | MEDLINE |
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Full Text Finder | تدمد: | 1476-4687 |
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| DOI: | 10.1038/s41586-022-04595-3 |