Hj. Cristau et al., MECHANISTIC INVESTIGATIONS OF THE FORMATION OF TTF DERIVATIVES VIA THE PHOSPHONATE WAY, Tetrahedron letters, 39(15), 1998, pp. 2103-2106
We studied the influence of acetic acid concentration on the deaminati
on and dephosphonylation of the adduct resulting of the nucleophilic r
eaction between adequate alpha-metalated phosphonate and imminium salt
, to enhance the yield of such reactions in order to access efficientl
y a lot of unsymmetrical TTF derivatives. A mechanism is proposed for
the formation of TTF, including steps, i(1) to i(7) The potential conc
urrent formation of phosphonate (1) under bar and other by-products is
also discussed (C) 1998 Published by Elsevier Science Ltd. All rights
reserved.