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Palladium-catalyzed cycloaromatization polymerization of enediynes

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Abstract

Bergman cyclization has shown great promise in constructing conjugated polymers. However, the application of this reaction in polymer science is still limited due to the harsh reaction condition and ill-defined structure of the achieved polymers. To this end, the cycloaromatization polymerization of enediynes catalyzed by a series of transition metal catalysts is investigated in this work, by taking advantage of the coordination chemistry of the enediyne with the transition metal complexes. According to the nuclear magnetic resonance (NMR), Fourier transform infrared (FTIR), ultraviolet-visble (UV-Vis) spectroscopies and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) analysis, the cycloaromatization polymerization of enediynes proceeds under milder conditions and in a more controlled manner in the presence of palladium(II) complexes, giving structurally regulated conjugated polymers in high yields.

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Acknowledgments

This paper is dedicated to Professor Ji-tao Wang on the occasion of his 100th birthday. This work was financially supported by the National Natural Science Foundation of China (No. 21474027) and Shanghai Leading Academic Discipline Project (No. B502). AH also thanks the “Eastern Scholar Professorship” support from Shanghai local government.

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Authors and Affiliations

  1. Shanghai Key Laboratory of Advanced Polymeric Materials, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai, 200237, China

    Chonggang Wang, Shudan Chen, Hao Zhou, Jinlou Gu & Aiguo Hu

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  1. Chonggang Wang
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  2. Shudan Chen
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  3. Hao Zhou
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  4. Jinlou Gu
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  5. Aiguo Hu
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Correspondence to Aiguo Hu.

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Invited paper for special issue of “Metal-Catalyzed Polymerization”

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Wang, C., Chen, S., Zhou, H. et al. Palladium-catalyzed cycloaromatization polymerization of enediynes. Chin J Polym Sci 36, 237–243 (2018). https://doi.org/10.1007/s10118-018-2088-9

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