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Peer-reviewedCC BY 4.0Chemistry (Weinheim an Der Bergstrasse, Germany)

Dual‐Functional Polystyrene‐Based Borate Complexes: Recyclable Alkyl Radical Sources and Photodegradable Absorbents

  • Nami Jimba1
  • Ryosei Ishii1
  • Kazuki Wako1
  • Tomoki Hirohata1
  • Kosuke Sato1
  • Tomohiro Kubo2
  • Kotaro Satoh2
  • Yuto Sumida3
  • Hirohisa Ohmiya4
  • Shinsuke Inagi1
4 affiliations
  1. 1Department of Chemical Science and Engineering School of Materials and Chemical Technology Institute of Science Tokyo Yokohama Japan
  2. 2Department of Chemical Science and Engineering School of Materials and Chemical Technology Institute of Science Tokyo Tokyo Japan
  3. 3Laboratory For Biomaterials and Bioengineering Institute of Integrated Research Institute of Science Tokyo Tokyo Japan
  4. 4Graduate School of Engineering, Kyoto University Kyoto University Katsura Kyoto Japan
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Abstract

Recyclable polymeric materials capable of generating radicals under mild conditions are valuable materials in synthetic chemistry. Herein, we report polystyrene‐based copolymers bearing 2,2′‐(pyridine‐2,6‐diyl)diphenol (PDP) moieties that form alkyl borate complexes and release alkyl radicals upon blue‐light irradiation. The generated primary and secondary alkyl radicals efficiently participate in Giese‐type addition reactions, affording products in good to excellent yields. The polymer‐supported system enables straightforward purification by simple reprecipitation at both the borate complex formation and Giese reaction stages. Notably, the PDP polymer can be recovered through fluoride‐mediated cleavage and regenerated via recomplexation, allowing reuse in subsequent reaction cycles. In addition, crosslinked PDP–borate networks function as photodegradable organogels that selectively absorb organic solvents from water and release them upon light irradiation. This polymer‐supported strategy provides a versatile platform for photo‐driven radical transformations and responsive materials applications, demonstrating proof‐of‐concept for polymer recovery (50% PDP regeneration) and practical advantages in product separation.

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Cite

BibTeXRIS
BibTeX
@article{jimba2026dualfunctional,
  title = {{Dual‐Functional Polystyrene‐Based Borate Complexes: Recyclable Alkyl Radical Sources and Photodegradable Absorbents}},
  author = {Nami Jimba and Ryosei Ishii and Kazuki Wako and Tomoki Hirohata and Kosuke Sato and Tomohiro Kubo and Kotaro Satoh and Yuto Sumida and Hirohisa Ohmiya and Shinsuke Inagi},
  journal = {Chemistry (Weinheim an Der Bergstrasse, Germany)},
  year = {2026},
  month = jul,
  doi = {10.1002/chem.71420},
  url = {https://doi.org/10.1002/chem.71420},
  note = {CC BY 4.0},
}
RIS
TY  - JOUR
TI  - Dual‐Functional Polystyrene‐Based Borate Complexes: Recyclable Alkyl Radical Sources and Photodegradable Absorbents
AU  - Nami Jimba
AU  - Ryosei Ishii
AU  - Kazuki Wako
AU  - Tomoki Hirohata
AU  - Kosuke Sato
AU  - Tomohiro Kubo
AU  - Kotaro Satoh
AU  - Yuto Sumida
AU  - Hirohisa Ohmiya
AU  - Shinsuke Inagi
PY  - 2026
DA  - 2026/07/17
JO  - Chemistry (Weinheim an Der Bergstrasse, Germany)
DO  - 10.1002/chem.71420
UR  - https://doi.org/10.1002/chem.71420
AB  - Recyclable polymeric materials capable of generating radicals under mild conditions are valuable materials in synthetic chemistry. Herein, we report polystyrene‐based copolymers bearing 2,2′‐(pyridine‐2,6‐diyl)diphenol (PDP) moieties that form alkyl borate complexes and release alkyl radicals upon blue‐light irradiation. The generated primary and secondary alkyl radicals efficiently participate in Giese‐type addition reactions, affording products in good to excellent yields. The polymer‐supported system enables straightforward purification by simple reprecipitation at both the borate complex formation and Giese reaction stages. Notably, the PDP polymer can be recovered through fluoride‐mediated cleavage and regenerated via recomplexation, allowing reuse in subsequent reaction cycles. In addition, crosslinked PDP–borate networks function as photodegradable organogels that selectively absorb organic solvents from water and release them upon light irradiation. This polymer‐supported strategy provides a versatile platform for photo‐driven radical transformations and responsive materials applications, demonstrating proof‐of‐concept for polymer recovery (50% PDP regeneration) and practical advantages in product separation.
SN  - 0947-6539
SN  - 1521-3765
ER  -