Effect of ferrocene substituents and ferricinium additive on the properties of polyaniline derivatives and catalytic activities of palladium‐doped poly(m‐ferrocenylaniline)‐catalyzed Suzuki–Miyaura cross‐coupling reactions

Abstract

Poly(aniline‐co‐m‐ferrocenylaniline) and ferricinium‐doped poly(aniline‐co‐m‐ferrocenylaniline) were synthesized by a conventional chemical oxidative polymerization, then characterized by spectroscopic techniques and quantitative analyzes. Increasing of the percentages of m‐ferrocenylaniline in the copolymers resulted to a blue shift of UV–Vis absorption spectra. Broader EPR spectra indicated the loss of conjugation and crystallinity of copolymers. 1H NMR spectra confirmed the presence of ferrocene moieties and ferricinium in the polymers. The CV measurements showed that the electron withdrawing power of ferrocene moieties could lead to the decreasing of electron delocalization on the polymer main chain. The VSM results showed that as‐prepared copolymers were soft magnetic materials with very low magnetization. Pd‐doped poly(m‐ferrocenylaniline) as catalysts were utilized in the Suzuki–Miyaura cross‐coupling reactions to improve the catalytic activities. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 130: 1489–1497, 2013

Effect of Cobalt Phthalocyanine on Synthesis and Physicochemical Properties of Polyaniline

“…For P1 , a small mass loss at 100 °C was caused by water evaporation, and then the main mass loss at about 250 °C was quite common for the polyaniline polymer chains, as suggested in literature . No additional weight loss was observed in the catalyst samples (Figure ).…”

“…Thus, close g values demonstrate that the electronic P1 and PCo1 structures are the same, but the wider and more intensive peak points at the CoPc effect on the paramagnetic properties of the polymer …”

“…For P1, a small mass loss at 100°C was caused by water evaporation, and then the main mass loss at about 250°C was quite common for the polyaniline polymer chains, as suggested in literature. [43][44][45][46][47][48][49][50][51] No additional weight loss was observed in the catalyst samples (Figure 7). This is probably due to a small amount of the catalyst, the influence of which on the thermal stability of polymers is quite insignificant.…”

“…[47,50] Thus, close g values demonstrate that the electronic P1 and PCo1 structures are the same, but the wider and more intensive peak points at the CoPc effect on the paramagnetic properties of the polymer. [51] Conclusions Thus, we synthesized polyaniline using cobalt phthalocyanine as a catalyst. This approach provides clear advantages over other similar reactions under other catalysts due to higher stability and phthalocyanines availability.…”

The Use of Palladium on Magnetic Support as Catalyst for Suzuki–Miyaura Cross-Coupling Reactions

“…The catalyst gave constantly high yields for X = Br and I, however, when X = Cl the yields dropped dramatically. Somsook and co-workers utilized polyaniline attached to a magnetic nanoparticle in order to catalyze the Suzuki-Miyaura cross-coupling reaction between 1-bromo-4-methylbenzene and a range of aryl boronic acids (Table 2, Entry 2) [51]. The outcome of the reactions generally gave good yields with a few exceptions.…”