Cobalt-Catalyzed Intramolecular Alkyne/Benzocyclobutenone Coupling: C–C Bond Cleavage via a Tetrahedral Dicobalt Intermediate
| Autor: | Guangbin Dong, Zixi Zhu, Peng-hao Chen, Xinghan Li, Brent Allen Billett, Sicong Chen, Zhongxing Huang |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Ligand Migratory insertion Alkyne chemistry.chemical_element General Chemistry 010402 general chemistry 01 natural sciences Medicinal chemistry Oxidative addition Article Catalysis Reductive elimination 0104 chemical sciences Rhodium chemistry Intramolecular force Bond cleavage |
| Zdroj: | ACS Catalysis. 8:845-849 |
| ISSN: | 2155-5435 |
| Popis: | A Co(0)-catalyzed intramolecular alkyne/benzocyclobutenone coupling through C–C cleavage of benzocyclobutenones is described. Co2(CO)8/P[3, 5-(CF3)2C6H3]3 was discovered to be an effective metal/ligand combination, which exhibits complementary catalytic activity to the previously established rhodium catalyst. In particular, the C8-substituted substrates failed in the Rh system, but succeeded with the Co catalysis. Experimental and computational studies show that the initially formed tetrahedral dicobalt-alkyne complex undergoes C1–C2 activation via oxidative addition with Co(0), followed by migratory insertion and reductive elimination to give the β-naphthol products. |
| Databáze: | OpenAIRE |
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