A palladium-catalysed multicomponent coupling approach to conjugated poly(1,3-dipoles) and polyheterocycles.

Leitch, David C; Kayser, Laure V; Han, Zhi-Yong; Siamaki, Ali R; Keyzer, Evan N; Gefen, Ashley; Arndtsen, Bruce A · Nat Commun · 2015

basic_science · Level V

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Abstract

Conjugated polymers have emerged over the past several decades as key components for a range of applications, including semiconductors, molecular wires, sensors, light switchable transistors and OLEDs. Nevertheless, the construction of many such polymers, especially highly substituted variants, typically involves a multistep synthesis. This can limit the ability to both access and tune polymer structures for desired properties. Here we show an alternative approach to synthesize conjugated materials: a metal-catalysed multicomponent polymerization. This reaction assembles multiple monomer units into a new polymer containing reactive 1,3-dipoles, which can be modified using cycloaddition reactions. In addition to the synthetic ease of this approach, its modularity allows easy adaptation to incorporate a range of desired substituents, all via one-pot reactions.