Active iron-promoted hydrodehalogenation of organic halides

Y. MOGLIE; F. ALONSO; C. VITALE; M. YUS; G. RADIVOY

APPLIED CATALYSIS A-GENERAL

Elsevier

Año: 2006 vol. 313 p. 94 - 100

0926-860X

Under very mild reaction conditions, the active-iron based reducing system composed of FeCl2·4H2O, an excess of lithium powder and a catalytic amount (5 mol%) of 4,4´-di-tert-butylbiphenyl (DTBB) as electron carrier, efficiently performed the hydrodehalogenation of alkyl and aryl halides in tetrahydrofuran at room temperature. The reaction of a series of alkyl and aryl chlorides, bromides, and iodides with this reducing combination led to the formation of the corresponding products resulting from a halogen/hydrogen exchange. Interestingly, the reducing system was efficient in the hydrodehalogenation of aryl fluorides and polychlorinated aromatics. The use of deuterium oxide instead of water in the iron salt allowed the preparation of the corresponding deuterated products.