Homocoupling of aryl halides promoted by tetrabutylammonium fluoride

Synlett

Volumn , Issue 2, 1999, Pages 199-200

  Albanese, Domenico ^a   Landini, Dario ^a   Penso, Michele ^a   Petricci, Silvia ^a  

^a CNR   (Italy)

Author keywords

Aryl halides; Homocoupling; Palladium; Tetrabutylammonium fluoride

Indexed keywords

FLUORIDE; HALIDE; PALLADIUM; TETRABUTYLAMMONIUM;

ARTICLE; CATALYSIS; CATALYST; COUPLING FACTOR; NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 0032914767     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2583     Document Type: Article

References (11)

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7. A solution of 4b (280 mg, 1 mmol) in benzene (1 ml) is added dropwise to 2 (281 mg, 1 mmol) dissolved in 1 ml of benzene. After stirring under nitrogen at 20°C for 20 h the solvent is evaporated and the residue treated with hexane/benzene 3/1 (3 × 2 ml) and decanted. The solid residue is then filtered affording 406 mg (yield 85%) of 5b, mp 68-69°C (lit. ref. 7, 70°C). The same procedure afforded 470 mg of 5a (yield 87%), mp 150°C, by direct filtration of the reaction mixture followed by washing the solid with 1 ml of benzene.
8. Christe, K. O.; Wilson, W. W.; Wilson, R. D.; Bau, R.; Feng, J. J. Am. Chem. Soc. 1990, 112, 7619.
9. 2O indicated a hydration range n = 0.6-0.7.
10. 4) and evaporated. The residue is purified by silica-gel chromatography affording biaryls 11a-f whose physical and spectroscopic data match those reported in the literature.
11. Albanese, D.; Landini, D.; Penso, M. J. Org. Chem. in press.