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Organoboron chemistry towards controlled and precise polymer synthesis

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Abstract

Organoboron reagents have garnered considerable attention due to their distinct properties. In recent years, boronic acids and boronate esters have been important intermediates for cross-coupling reactions and other functional group construction and are often used to synthesize small organic molecules, drugs, and bioactive substances. In this feature article, we encapsulate the strategy of harnessing the unique properties of organoboron reagents to overcome challenges encountered in conventional polymer synthesis. We delve into the synthesis of boron-containing monomers and polymer materials, unraveling the unique attributes of these newfound polymers while offering innovative insights into their application within recyclable or reprocessable materials. We develop organoboron-based photocatalysts, employing their inner-sphere electron transfer (ISET) mechanisms to initiate controlled radical polymerization. We utilize alkylborane to initiate controlled radical polymerization and further designed B-alkylcatecholboranes to prepare ultra-high molecular weight polymers. Notably, we also propose a liquid-phase synthesis method based on organoboron tags and apply it to the precise synthesis of sequence-controlled conjugated polymers. These advancements open up new frontiers in the realm of polymer science, and the versatility and potential of organoboron reagents in polymer synthesis continue to inspire exciting research endeavors.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (22271057, 22201045), the Natural Science Foundation of Shanghai (22ZR1406000), the State Key Laboratory of Molecular Engineering of Polymers, Department of Macromolecular Science, and Fudan University. This paper is dedicated to Prof. Dennis P. Curran on the occasion of his 70th birthday.

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  1. State Key Laboratory of Molecular Engineering of Polymers, Department of Macromolecular Science, Fudan University, Shanghai, 200438, China

    Yuxuan Du, Jin Dong, Chaoran Xu & Xiangcheng Pan

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  1. Yuxuan Du
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  2. Jin Dong
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  3. Chaoran Xu
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  4. Xiangcheng Pan
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Correspondence to Xiangcheng Pan.

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Du, Y., Dong, J., Xu, C. et al. Organoboron chemistry towards controlled and precise polymer synthesis. Sci. China Chem. 66, 3467–3483 (2023). https://doi.org/10.1007/s11426-023-1797-1

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