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Pregled bibliografske jedinice broj: 1112805

Binuclear Pd(I)–Pd(I) Catalysis Assisted by Iodide Ligands for Selective Hydroformylation of Alkenes and Alkynes


Zhang, Yang; Torker, Sebastian; Sigrist, Michel; Bregović, Nikola; Dydio Paweł
Binuclear Pd(I)–Pd(I) Catalysis Assisted by Iodide Ligands for Selective Hydroformylation of Alkenes and Alkynes // Journal of the American Chemical Society, 142 (2020), 42; 18251-18265 doi:10.1021/jacs.0c09254 (međunarodna recenzija, članak, znanstveni)


CROSBI ID: 1112805 Za ispravke kontaktirajte CROSBI podršku putem web obrasca

Naslov
Binuclear Pd(I)–Pd(I) Catalysis Assisted by Iodide Ligands for Selective Hydroformylation of Alkenes and Alkynes

Autori
Zhang, Yang ; Torker, Sebastian ; Sigrist, Michel ; Bregović, Nikola ; Dydio Paweł

Izvornik
Journal of the American Chemical Society (0002-7863) 142 (2020), 42; 18251-18265

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Hydroformylation ; Hydrocarbons ; Anions ; Aldehydes ; Selectivity

Sažetak
Since its discovery in 1938, hydroformylation has been thoroughly investigated and broadly applied in industry (>107 metric ton yearly). However, the ability to precisely control its regioselectivity with well-established Rh- or Co-catalysts has thus far proven elusive, thereby limiting access to many synthetically valuable aldehydes. Pd-catalysts represent an appealing alternative, yet their use remains sparse due to undesired side-processes. Here, we report a highly selective and exceptionally active catalyst system that is driven by a novel activation strategy and features a unique Pd(I)–Pd(I) mechanism, involving an iodide- assisted binuclear step to release the product. This method enables β-selective hydroformylation of a large range of alkenes and alkynes, including sensitive starting materials. Its utility is demonstrated in the synthesis of antiobesity drug Rimonabant and anti-HIV agent PNU- 32945. In a broader context, the new mechanistic understanding enables the development of other carbonylation reactions of high importance to chemical industry.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Profili:

Avatar Url Nikola Bregović (autor)

Poveznice na cjeloviti tekst rada:

doi pubs.acs.org

Citiraj ovu publikaciju:

Zhang, Yang; Torker, Sebastian; Sigrist, Michel; Bregović, Nikola; Dydio Paweł
Binuclear Pd(I)–Pd(I) Catalysis Assisted by Iodide Ligands for Selective Hydroformylation of Alkenes and Alkynes // Journal of the American Chemical Society, 142 (2020), 42; 18251-18265 doi:10.1021/jacs.0c09254 (međunarodna recenzija, članak, znanstveni)
Zhang, Y., Torker, S., Sigrist, M., Bregović, N. & Dydio Paweł (2020) Binuclear Pd(I)–Pd(I) Catalysis Assisted by Iodide Ligands for Selective Hydroformylation of Alkenes and Alkynes. Journal of the American Chemical Society, 142 (42), 18251-18265 doi:10.1021/jacs.0c09254.
@article{article, author = {Zhang, Yang and Torker, Sebastian and Sigrist, Michel and Bregovi\'{c}, Nikola}, year = {2020}, pages = {18251-18265}, DOI = {10.1021/jacs.0c09254}, keywords = {Hydroformylation, Hydrocarbons, Anions, Aldehydes, Selectivity}, journal = {Journal of the American Chemical Society}, doi = {10.1021/jacs.0c09254}, volume = {142}, number = {42}, issn = {0002-7863}, title = {Binuclear Pd(I)–Pd(I) Catalysis Assisted by Iodide Ligands for Selective Hydroformylation of Alkenes and Alkynes}, keyword = {Hydroformylation, Hydrocarbons, Anions, Aldehydes, Selectivity} }
@article{article, author = {Zhang, Yang and Torker, Sebastian and Sigrist, Michel and Bregovi\'{c}, Nikola}, year = {2020}, pages = {18251-18265}, DOI = {10.1021/jacs.0c09254}, keywords = {Hydroformylation, Hydrocarbons, Anions, Aldehydes, Selectivity}, journal = {Journal of the American Chemical Society}, doi = {10.1021/jacs.0c09254}, volume = {142}, number = {42}, issn = {0002-7863}, title = {Binuclear Pd(I)–Pd(I) Catalysis Assisted by Iodide Ligands for Selective Hydroformylation of Alkenes and Alkynes}, keyword = {Hydroformylation, Hydrocarbons, Anions, Aldehydes, Selectivity} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE
  • Nature Index


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