Suzuki Polycondensation: Polyarylenes à la Carte

Abstract

This review draws a rather comprehensive picture of how Suzuki polycondensation was discovered in 1989 and how it was subsequently developed into the most powerful polymerization method for polyarylenes during the last 20 years. It combines insights into synthetic issues with classes of polymers prepared and touches upon aspects of this method's technological importance. Because a significant part of the developmental work was carried out in industry, the present review makes reference to an unusually large number of patents.

Ternary thiophene–X–thiophene semiconductor building blocks (X=fluorene, carbazole, phenothiazine): Modulating electronic properties and electropolymerization ability by tuning the X core

“…All the monomers and polymers have been synthesized through Suzuki reaction [35], with tetrakis(triphenylphosphine)palladium(0) as catalyst. For sake of comparison, some polymers were prepared by chemical oxidation route with iron trichloride [36].…”

Speciation of Pd(OAc)2in ligandless Suzuki–Miyaura reactions

“…6 mL of a 2 : 1 v/v mixture of THF-H 2 O (degassed for reactions under N 2 ) was then added, and the resultant mixture was stirred at room temperature for up to 2 h. During this period, aliquots of the reaction mixture (0.2 mL) were extracted and diluted with CH 2 Cl 2 (1.5 mL), dried over MgSO 4 , filtered through cotton wool, and evaporated. The residue was dissolved in CDCl 3 and subjected to 1 Fig. 3 and 4).…”

“…This was injected into a mixture of reactants (aryl bromide, aryl boronic acid and base) in a 2 : 1 mixture of THF-H 2 O 36 (Solution B). The reaction progress was monitored by 1 H NMR analysis of extracted reaction aliquots (Fig. 3).…”

“…Providing a reliable protocol for the formation of aryl-aryl bonds, it has stimulated great progress in modern material [1][2][3][4] and medicinal chemistry. [5][6][7][8][9][10][11] Accordingly, there is sustained interest in developing Pd catalysts that can offer the requisite reactivity with high TON and TOF.…”

Graphene as a Target for Polymer Synthesis

“…When considering the state-of-the-art here, it is apparent that this field of polymer chemistry has especially profited from the development of new monomeric building blocks, new methods of catalysis, particularly those using transition-metal complexes, and from deeper mechanistic insights [48,49]. This is nicely illustrated by the case of conjugated polymers with alternating donor (D) and acceptor units (A) [50][51][52][53][54][55][56][57][58][59][60][61][62][63][64][65].…”