jo052061r_si_001.pdf (2.16 MB)
Suzuki−Miyaura Cross-Coupling Reactions of Aryl Tellurides with Potassium Aryltrifluoroborate Salts
journal contribution
posted on 2006-01-06, 00:00 authored by Rodrigo Cella, Rodrigo L. O. R. Cunha, Ana E. S. Reis, Daniel C. Pimenta, Clécio F. Klitzke, Hélio A. StefaniPalladium(0)-catalyzed cross-coupling between potassium aryltrifluoroborate salts and aryl tellurides
proceeds readily to afford the desired biaryls in good to excellent yield. The reaction seems to be unaffected
by the presence of electron-withdrawing or electron-donating substituents in both the potassium
aryltrifluoroborate salts and aryl tellurides partners. Biaryls containing a variety of functional groups can
be prepared. A chemoselectivity study was also carried out using aryl tellurides bearing halogen atoms
in the same compound. In addition, this new version of the Suzuki−Miyaura cross-coupling reaction
was monitored by electrospray ionization mass spectrometry where some reaction intermediates were
detected and analyzed.