Nanosized Iron- or Copper-Catalyzed Homo-Coupling of Aryl, Heteroaryl, Benzyl and Alkenyl Grignard Reagents

Y. MOGLIE; E. MASCARÓ; F. NADOR; C. VITALE; G. RADIVOY

SYNTHETIC COMMUNICATIONS

Taylor & Francis

Año: 2008 vol. 38 p. 3861 - 3874

0039-7911

Under very mild reaction conditions, iron or copper nanoparticles efficiently promoted the homo-coupling of different Grignard reagents in tetrahydrofuran at room temperature. The nanosized-iron or –copper were generated in situ in a simple and economical way from commercially available FeCl2 or CuCl2 respectively, an excess of lithium powder and a catalytic amount (5 mol%) of 4,4´-di-tert-butylbiphenyl (DTBB) as electron carrier. The reaction of a series of aryl, heteroaryl, benzyl and alkenyl Grignard reagents in the presence of a substoichiometric amount of the iron or copper nanoparticles led to the formation of the corresponding homo-coupling products in good yield.