Abstract

SIERRA, Andrés Felipe; RODRIGUEZ, Ricaurte  and  SIERRA, César A.. SYNTHESIS OF A STEREOSELECTIVE NITRO PHENYLENEVINYLENE DERIVATIVE BY THE HECK REACTION USING PHOSPHITES. Rev.Colomb.Quim. [online]. 2010, vol.39, n.2, pp.163-171. ISSN 0120-2804.

The synthesis and characterization of E,E-1,4-dimethoxy-2,5-bis[2-(4-nitrop-henyl)ethenyl]benzene by cross coupling Heck reaction using phosphites as ligands is described. This, to the best of our knowledge, is the first report involving a double Heck coupling using phosphites as ligand in the palladium catalyst formation. The characterization for the phenylenevinylene system obtained showed that the mechanism is highly stereoselective towards trans bond formation and its quantitative yield showed that this catalytic system is very promising for the multicoupling needed to obtain phenylenevinylene polymers with high molecular weights and high efficiency optoelectronic properties, in order to be used in polymer electronic technologies.

Keywords : polymer electronics; phenylenvinylene; segmented polymers; Heck reaction; phosphites.