4 years ago

Facile Synthesis of In-Chain, Multicomponent, Functionalized Polymers via Living Anionic Copolymerization through the Ugi Four-Component Reaction (Ugi-4CR)

Facile Synthesis of In-Chain, Multicomponent, Functionalized Polymers via Living Anionic Copolymerization through the Ugi Four-Component Reaction (Ugi-4CR)
Wei Huang, Li Han, Heyu Shen, Yang Li, Hongwei Ma, Pibo Liu, Chao Li
By combining living anionic polymerization and the highly efficient Ugi four-component reaction (Ugi-4CR), in-chain, multicomponent, functionalized polymers are facilely synthesized with efficient conversation and abundant functionality. l-[4-[N,N-Bis(trimethylsilyl)-amino]phenyl]-l-phenylethylene, which is redefined as Ugi-DPE, is anionically copolymerized to synthesize the well-defined in-chain, multi-amino functionalized polystyrene (P(St/DPE-NH2)), the backbone for the Ugi-4CR, via hydrolysis of the copolymerization (P(St/Ugi-DPE)). Subsequently, several functionalized components are facilely clicked onto P(St/DPE-NH2) to investigate the model reactions of the in-chain, multicomponent functionalization via the Ugi-4CR. In contrast to conventional postpolymerization modifications, this approach proceeds under mild reaction conditions without the use of a catalyst and meanwhile an efficient conversation is obtained. Finally, the modified experimental results investigated in this research show the promising potential of the combination of well-defined amino functionalized polymers and Ugi-4CR in the field of multicomponent, functionalized postpolymerization modification. The Ugi four-component reaction (Ugi-4CR) is a type of multicomponent reaction, and it has attractive characteristics such as modularity, efficient conversation, being being catalyst-free, having mild conditions, and multifunctionality at one location. Via a modified strategy of Ugi-4CR, a variety of functional groups are efficiently clicked on the well-defined polymers synthesized by the copolymerization of styrene with Ugi-1,1-diphenylethylene via living anionic polymerization.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/marc.201700353

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