Perfluoroalkylphosphines and Arsines obtained by Pd-Catalyzed Cross-Coupling Reaction with Organoheteroatom Stannanes

MARIO N. LANTERI; ROBERTO A. ROSSI; SANDRA E. MARTÍN

JOURNAL OF ORGANOMETALLIC CHEMISTRY

Elsevier Science B.V.

Año: 2009 vol. 694 p. 3425 - 3425

0022-328X

d-catalyzed cross-coupling reaction of organoheteroatom stannanes containing elements of the groups15 (P, As) and 16 (Se) with perfluoroalkyl iodides (RfI) was studied. Herein, a one-pot two-step reaction to form P?Rf, As?Rf and Se?Rf bonds is reported. The stannanes n-Bu3SnZPhn (Z = P, As, Se; n = 1?2) were generated in situ by the reaction of the PhnZ- anion with n-Bu3SnCl. The cross-coupling reactions of these stannanes with RfI afforded C-heteroatom products, new perfluoroalkylarsines and perfluoroalkylselenides in good yields (47?90%) and perfluoroalkylphosphines in moderate yields (15?48%).