C-C coupling reaction of pyridine derivatives at the dimethyl rare-earth metal cation [YMe2(THF)5]+: A DFT investigation

Applying DFT methods, the reductive elimination reaction of bis(pyridyl) rare-earth metal cation [Ln(eta(2)-C, N-pyridyl)(2)(THF)(3)](+) (Ln = Y, La) was studied. The effect of both electron-donating and electron-withdrawing substituents in the para-position of the pyridine ring was considered. An alternative mechanism for the C-C coupling reaction between pyridine derivatives (pyridine, DMAP and 4-trifluoromethyl-pyridine) and [LnMe(2)(THF)(5)](+) (Ln - Y or La) is suggested. The reaction involves a single electron reductive C-C coupling to form of Ln(II) complexes with a bipyridine radical anion. (c) 2010 Elsevier B.V. All rights reserved.