SEMINARIO QUÍMICA ORGÁNICA 10-8-26
EXPOSITOR: Dr. Iván Cortés
TÍTULO: "Nickel Catalysis via SH2 Homolytic Substitution: The Double Decarboxylative Cross-Coupling of Aliphatic Acids"
FUENTE: Artem V. Tsymbal, Lorenzo Delarue Bizzini, David W. C. MacMillan; Nickel Catalysis via SH2 Homolytic Substitution: The Double Decarboxylative Cross-Coupling of Aliphatic Acids. Journal American Chemical Society 23 November 2022; 144 (46): 21278–21286. https://doi.org/10.1021/jacs.2c08989.
DÍA, HORA y LUGAR: Lunes 10 de agosto de 2026, 14:00 h, Aula de graduados y virtual.
Modalidad virtual, Link: meet.google.com/wpi-ujuz-rok.
Resumen: Cross-coupling platforms are traditionally built around a sequence of closed-shell steps, such as oxidative addition, transmetalation, and reductive elimination. Herein, we describe a dual photo/nickel catalytic manifold that performs cross-coupling via a complementary sequence involving free radical generation, radical sorting via selective binding to a Ni(II) center, and bimolecular homolytic substitution (SH2) at a high-valent nickel–alkyl complex. This catalytic manifold enables the hitherto elusive cross-coupling of diverse aliphatic carboxylic acids to generate valuable C(sp3)–C(sp3)-products. Notably, the powerful SH2 mechanism provides general access to sterically encumbered quaternary carbon centers, addressing a long-standing challenge in fragment coupling chemistry.

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