Asymmetric Hydroboration of Diene Polymers

Yamaguchi, Hidemasa; Azuma, Koji; Minoura, Yuji

doi:10.1295/polymj.3.12

Cited by 7 publications

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“…We felt that the residual alkene groups in the backbones of butadiene or cyclohexadiene (co)polymers could provide the framework for synthetically accessible, scalable, polymeric Lewis acids. 26 This paper thus reports the development of a new, accessible poly(FLP) system and explores the capture and ring-opening of 1,3-propylene oxide (oxetane, L1), 1,2-propylene oxide (L2), styrene oxide (L3), and cyclohexene oxide (L4) to form responsive, functional poly(FLP) networks (Figure 1C). Unlike the diethyl azodicarboxylate triggered poly(FLP) gels, 6,8 which behaved as supramolecular assemblies, we show that these poly(FLP) networks behave as covalently cross-linked chemical networks.…”

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“…However, hydroboration reactions are a facile route to organoboranes; although previously applied to build polymer chains, , their applications for postpolymerization modifications are rare. We felt that the residual alkene groups in the backbones of butadiene or cyclohexadiene (co)polymers could provide the framework for synthetically accessible, scalable, polymeric Lewis acids …”

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Cyclic Ether Triggers for Polymeric Frustrated Lewis Pair Gels

et al. 2021

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Sterically hindered Lewis acid and base centers are unable to form Lewis adducts, instead forming frustrated Lewis pairs (FLPs), where latent reactivity can be utilized for the activation of small molecules. Applying FLP chemistry into polymeric frameworks transforms this chemistry into responsive and functional materials. Here, we report a versatile synthesis strategy for the preparation of macromolecular FLPs and explore its potential with the ring-opening reactions of cyclic ethers. Addition of the cyclic substrates triggered polymer network formation, where the extent of cross-linking, strength of network, and reactivity are tuned by the steric and electronic properties of the ethers. The resultant networks behave like covalently cross-linked polymers, demonstrating the versatility of FLPs to simultaneously tune both small-molecule capture and mechanical properties of materials.

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