Cross-coupling of Grignard reagents with alkyl halides or tosylates by the use of nickel or palladium containing perovskite

Tetrahedron Letters

Volumn 52, Issue 7, 2011, Pages 774-776

  Singh, Surya Prakash ^a   Iwasaki, Takanori ^a   Terao, Jun ^b   Kambe, Nobuaki ^a  

^a OSAKA UNIVERSITY   (Japan)

^b KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKADIENE; GRIGNARD REAGENT; HALIDE; NICKEL; PALLADIUM; PEROVSKITE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; CROSS COUPLING REACTION; ROOM TEMPERATURE; SUZUKI REACTION;

EID: 78651386712     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.12.011     Document Type: Article

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18. 4) and evaporated to give the crude product, which was analyzed by GC using octane as an internal standard.
19. 4) and evaporated to give the crude product, which was analyzed by GC using octane as an internal standard.
20. Recycling experiments. The first run was performed according to the procedure in Ref. 5 or 6 presented above. When the reaction was complete (after 5 h or 13 h), stirring was stopped and the mixture was allowed to stand for 30-40 min until the solid catalyst settled down. Then the transparent pale yellow supernatant liquid was carefully filtered using a 0.45 μm syringe filter. Into the solution, 1 N HCl (2 mL) was added to quench the reaction. Products were extracted with diethyl ether and analyzed by GC. The remaining solid catalyst (LFNO or LFPO) in the reaction vessel was washed with water, acetone, and diethyl ether, dried under vacuum, and reused in the subsequent runs by adding the substrates to the reaction vessel.
21. 2 using a 0.45 μm syringe filter. The reaction mixture was monitored by GC.
22. In the cross-coupling of ArX with boronic acids catalyzed by Pd-containing perovskites, the concentration of Pd in the reaction mixture filtrates was estimated to be 2 ppm; see Ref. 2.