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<p>Developing heterogeneous photocatalytic platforms to manipulate near-infrared (NIR) light for organic synthesis is challenging. Here, we report vinylene-linked anthraquinone-based conjugated porous polymers (AQ-TVB-CPPs) capable of capturing NIR light. As a NIR photon conversion platform, AQ-TVB-CPPs exhibit three functions: photogenerated electron and hole transfer, photothermal conversion, and singlet oxygen (<sup>1</sup>O<sub>2</sub>) production under 760 nm LED irradiation. This multifunctional material serves as a heterogeneous photocatalyst for NIR light-driven cyanation of α-amino C(sp<sup>3</sup>)–H bonds. Controlled experiments indicate that <sup>1</sup>O<sub>2</sub> and photothermal effects are crucial for the reaction and its selective regulation. Compared to visible light, this NIR photocatalytic system achieves higher yields and superior selectivity in the cyanation of α-amino C(sp<sup>3</sup>)–H bonds, particularly for challenging substrates such as molecules with multiple active sites and organic dyes, as well as in gram-scale reactions. Notably, this strategy also enables the cyanation of α-amino C(sp<sup>3</sup>)–H bonds under natural sunlight. This metal-free, recyclable, and highly stable multifunctional conjugated porous polymer (CPP) offers a new approach to utilizing NIR light and sunlight for organic synthesis.</p>

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Developing multi-functional anthraquinone-based conjugated porous polymers for near-infrared-light-driven high selective cyanation of α-amino C(sp3)-H bonds

  • 期刊论文

  • 发表日期：

    2025年4月8日

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  • Hong-Min Lin,
  • Xiao-Tong Li,
  • Fei-Hu Cui,
  • Tao Zhou,
  • Kun Li,
  • Mao-Rui Wang,
  • Xiu-Jin Meng,
  • Shun Lu,
  • Hai-Tao Tang,
  • Ying-Ming Pan

摘要

Developing heterogeneous photocatalytic platforms to manipulate near-infrared (NIR) light for organic synthesis is challenging. Here, we report vinylene-linked anthraquinone-based conjugated porous polymers (AQ-TVB-CPPs) capable of capturing NIR light. As a NIR photon conversion platform, AQ-TVB-CPPs exhibit three functions: photogenerated electron and hole transfer, photothermal conversion, and singlet oxygen (1O2) production under 760 nm LED irradiation. This multifunctional material serves as a heterogeneous photocatalyst for NIR light-driven cyanation of α-amino C(sp3)–H bonds. Controlled experiments indicate that 1O2 and photothermal effects are crucial for the reaction and its selective regulation. Compared to visible light, this NIR photocatalytic system achieves higher yields and superior selectivity in the cyanation of α-amino C(sp3)–H bonds, particularly for challenging substrates such as molecules with multiple active sites and organic dyes, as well as in gram-scale reactions. Notably, this strategy also enables the cyanation of α-amino C(sp3)–H bonds under natural sunlight. This metal-free, recyclable, and highly stable multifunctional conjugated porous polymer (CPP) offers a new approach to utilizing NIR light and sunlight for organic synthesis.