Skip to main content
SpringerLink
Log in

Near-Infrared-Emissive Self-assembled Polymers via the Implementation of Molecular Tweezer/Guest Complexation on a Supramolecular Coordination Complex Platform

  • Article
  • Published:
Chinese Journal of Polymer Science Aims and scope Submit manuscript

Abstract

Coordination-driven self-assembly strategy has demonstrated the efficiency and versatility to construct well-ordered supramolecular coordination complexes (SCCs) such as discrete metallacycles and metallacages. In recent years, it has aroused tremendous interest to build more complexed self-assembled structures via the implementation of additional non-covalent recognition motifs on the SCCs platform. In this work, we have successfully attained this objective, with the elaborate manipulation of non-interfering pyridine-Pt2+ and molecular tweezer/guest complexation in a hierarchical self-assembly manner. The resulting SCCs-based linear supramolecular polymers exhibit intriguing NIR-emissive behaviors, primarily attributed to the presence of intermolecular Pt(II)-Pt(II) metal-metal interactions in the non-covalent tweezering structure. Hence, supramolecular engineering of multiple non-covalent interactions offers a feasible avenue toward functional materials with tailored properties.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Chakrabarty, R.; Mukherjee, P. S.; Stang, P. J. Supramolecular coordination: self-assembly of finite two- and three-dimensional ensembles. Chem. Rev. 2011, 111, 6810–6918.

    Article  CAS  Google Scholar 

  2. Yang, L.; Tan, X.; Wang, Z.; Zhang, X. Supramolecular polymers: historical development, preparation, characterization, and functions Chem. Rev. 2015, 115, 7196–7239.

    CAS  Google Scholar 

  3. Sun, B.; Wang, M.; Lu, Z.; Huang, M.; Xu, C.; Li, X.; Chen, L. J.; Xu, B.; Yang, H.B.; Li, X. From ring-in-ring to sphere-in-sphere: self-assembly of discrete 2D and 3D architectures with increasing stability. J. Am. Chem. Soc. 2015, 137(4), 1556–1564.

    Article  CAS  Google Scholar 

  4. Chen, L. J.; Yang, H. B.; Shionoya, M. Chiral metallosupramolecular architectures. Chem. Soc. Rev. 2017, 46, 2555–2576.

    Article  CAS  Google Scholar 

  5. Perera, S.; Li, X.; Soler, M.; Schultz, M.; Wesdemiotis, C.; Moorefieldand, C. N.; Newkome, G. R. Hexameric palladium(II) terpyridyl metallomacrocycles: assembly with 4,4’-bipyridine and characterization by TWIM mass spectrometry. Angew. Chem. Int. Ed. 2010, 49, 6539–6544.

    Article  CAS  Google Scholar 

  6. Li, S. H., Xiao, T., Lin, C. and Wang, L. Advanced supramolecular polymers constructed by orthogonal selfassembly. Chem. Soc. Rev. 2012, 41, 5950–5968.

    Article  CAS  Google Scholar 

  7. Wang, W.; Wang, Y. X.; Yang, H. B. Supramolecular transformations within discrete coordination-driven supramolecular architectures. Chem. Soc. Rev. 2016, 45, 2656–2693.

    Article  CAS  Google Scholar 

  8. Ji, X. F.; Xia, D. S.; Yan, X.; Wang, H.; Huang, F. H. Supramolecular polymer materials based on crown ether and pillararene host-guest recognition motifs. Acta Polymerica Sinica (in Chinese) 2017, 1, 9–18.

    Google Scholar 

  9. Yan, X.; Jiang, B.; Cook, T. R.; Zhang, Y.; Li, J.; Huang, F.; Yang, H. B.; Stang, P. J. Dendronized organoplatinum(II) metallacyclic polymers constructed by hierarchical coordination-driven self-assembly and hydrogen-bonding interfaces. J. Am. Chem. Soc. 2013, 135(45), 16813–16816.

    Article  CAS  Google Scholar 

  10. Yan, X.; Li, S.; Pollock, J. B.; Cook, T. R.; Cheng, J.; Huang, F.; Stang, P. J. Supramolecular polymers with tunable topologies via hierarchical coordination-driven self-assembly and hydrogen bonding interfaces. Proc. Natl. Acad. Sci. U.S.A. 2013, 110(39), 15585–11590.

    Article  CAS  Google Scholar 

  11. Zhou, Z.; Yan, X.; Cook, T. R.; Saha, M. L.; Stang, P. J. Engineering functionalization in a supramolecular polymer: hierarchical self-organization of triply orthogonal non-covalent interactions on a supramolecular coordination complex platform. J. Am. Chem. Soc. 2016, 138(3), 806–809.

    Article  CAS  Google Scholar 

  12. Yan, X.; Cook, T. R.; Pollock, J. B.; Wei, P.; Huang, F.; Stang, P. J. Responsive supramolecular polymer metallogel constructed by orthogonal coordination-driven self-assembly and host/guest interactions. J. Am. Chem. Soc. 2014, 136(12), 4460–4663.

    Article  CAS  Google Scholar 

  13. Li, Z. Y.; Zhang, Y.; Zhang, C. W.; Chen, L. J.; Wang, C.; Tang, W.; Li, X.; Yang, H. B. Cross-linked supramolecular polymer gels constructed from discrete multi-pillar[5]arene metallacycles and their multiple stimuli-responsive behavior. J. Am. Chem. Soc. 2014, 136(24), 8577–8589.

    Article  CAS  Google Scholar 

  14. Ni, M.; Zhang, N.; Wu, W.; Lin, C.; Wang, L. Dramatically promoted swelling of a hydrogel by pillar[6]arene-ferrocene complexation with multistimuli responsiveness. J. Am. Chem. Soc. 2016, 138(20), 6643–6649.

    Article  CAS  Google Scholar 

  15. Yan, X.; Li, S.; Cook, T. R.; Ji, X.; Yao, Y.; Pollock, J. B.; Shi, Y.; Huang, F.; Stang, P. J. hierarchical self-assembly: Well-defined supramolecular nanostructures and metallohydrogels via amphiphilic discrete organoplatinum(II) metallacycles. J. Am. Chem. Soc. 2013, 135(38), 14036–14039.

    Article  CAS  Google Scholar 

  16. Wei, P.; Cook, T. R.; Yan, X.; Huang, F.; Stang, P. J. A discrete amphiphilic organoplatinum(II) metallacycle with tunable lower critical solution temperature behavior. J. Am. Chem. Soc. 2014, 136(44), 15497–15500.

    Article  CAS  Google Scholar 

  17. Zheng, W.; Chen, L. J.; Yang, G.; Sun, B.; Wang, X.; Jiang, B.; Li, X.; Liu, M.; Chen, G.; Yang, H. B. Construction of smart supramolecular polymeric hydrogels cross-linked by discrete organoplatinum(II) metallacycles via post-assembly polymerization. J. Am. Chem. Soc. 2016, 138(14), 4927–4937.

    Article  CAS  Google Scholar 

  18. Yan, X.; Cook, T. R.; Wang, P.; Huang, F.; Stang, P. J. Highly emissive platinum(II) metallacages. Nat. Chem. 2015, 7, 342–348.

    Article  CAS  Google Scholar 

  19. Jiang, B.; Zhang, J.; Zheng, W.; Chen, L. J.; Yin, G. Q.; Wang, Y. X.; Sun, B.; Li, X. P.; Yang, H. B. Construction of alkynylplatinum(II) bzimpy-functionalizedmetallacycles and their hierarchical self-assembly behavior insolution promoted by Pt···Pt and p-p interactions. Chem. Eur. J. 2016, 22, 14664–14671.

    Article  CAS  Google Scholar 

  20. Zheng, W.; Yang, G.; Jiang, S. T.; Shao, N.; Yin, G. Q.; Xu, L.; Li, X.; Chen, G.; Yang, H. B. A tetraphenylethylene (TPE)-based supra-amphiphilic organoplatinum(II) metallacycle and its self-assembly behavior. Mater. Chem. Front. 2017, 1, 1823–1828.

    Article  CAS  Google Scholar 

  21. Huang, C. B.; Xu, L.; Zhu, J. L.; Wang, Y. X.; Li, X.; Yang, H. B. Real-time monitoring the dynamics of coordination-driven self-assembly by fluorescence-resonance energy transfer. J. Am. Chem. Soc. 2017, 139(28), 9459–9462.

    Article  CAS  Google Scholar 

  22. Fu, T.; Ao, L.; Gao, Z.; Zhang, X.; Wang, F. Advances on supramolecular assembly of cyclometalated platinum(ii) complexes. Chin. Chem. Lett. 2016, 27, 1147–1154.

    Article  CAS  Google Scholar 

  23. Tian, Y. K.; Shi, Y. G.; Yang, Z. S.; Wang, F. Responsive supramolecular polymers based on the bis[alkynylplatinum(II)] terpyridine molecular tweezer/arene recognition motif. Angew. Chem. Int. Ed. 2014, 53, 6090–6094.

    Article  CAS  Google Scholar 

  24. Yang, Z. S.; Tian, Y.; Li, Z.; Ao, L.; Gao, Z.; Wang, F. Construction of linear supramolecular polymers on the basis of non-covalent molecular tweezer/guest recognition. Acta Polymerica Sinica (in Chinese) 2017, 1, 12–128.

    Google Scholar 

  25. Tanaka, Y.; Wong, K. M. C.; Yam, V. W. W. Phosphorescent molecular tweezers based on alkynylplatinum(II) terpyridine system: turning on of NIR emission via heterologous Pt/M interactions(M = PtII, PdII, AuIII and AuI). Chem. Sci. 2012, 3, 1185–1191.

    Article  CAS  Google Scholar 

  26. Tanaka, Y.; Wong, K. M. C.; Yam, V. W. W. Platinum-based phosphorescent double-decker tweezers: a strategy for extended heterologous metal-metal interactions. Angew. Chem. Int. Ed. 2013, 52, 14117–14120.

    Article  CAS  Google Scholar 

  27. Yam, V. W. W.; Au, V. K. M.; Leung, S. Y. L. Light-emitting self-assembled materials based on d8 and d10 transition metal complexes. Chem. Rev. 2015, 115, 7589–7728.

    Article  CAS  Google Scholar 

  28. Cheng, G.; Chow, P. K.; Kui, S. C. F.; Kwok, C. C.; Che, C. M. High-efficiency polymer light-emitting devices with robust phosphorescent platinum(II) emitters containing tetradentate dianionic O N C N ligands. Adv. Mater. 2013, 25, 6765–6770.

    Article  CAS  Google Scholar 

  29. Fung, S. K.; Zou, T.; Cao, B.; Chen, T.; To, W. P.; Yang, C.; Lok, C. N.; Che, C. M. Luminescent platinum(II) complexes with functionalized N-heterocyclic carbene ordiphosphine selectively probe mismatchedand abasic DNA. Nat. Commun. 2016, 7, 10655–10663.

    Article  CAS  Google Scholar 

  30. Chan, A. K. W.; Lam, W. H.; Tanaka, Y.; Wong, K. M. C.; Yam, V. W. W. Multiaddressable molecular rectangles with reversiblehost-guest interactions: modulation of pH-controlled guest release and capture. Proc. Natl. Acad. Sci. U.S.A. 2015, 112(3), 690–695.

    Article  CAS  Google Scholar 

  31. Yeung, H. L. A.; Tam, A. Y. Y.; Leung, S. Y. L; Yam, V. W. W. Supramolecular assembly of platinum-containingpolyhedral oligomeric silsesquioxanes: an interplay of intermolecular interactions and a correlationbetween structural modifications andmorphological transformations. Chem. Sci. 2017, 8, 2267–2276.

    Article  Google Scholar 

  32. Li, Z.; Han Y.; Gao, Z.; Wang, F. Supramolecular engineering of discrete Pt(II)···Pt(II) interactions forvisible-light photocatalysis. ACS Catal. 2017, 7(7), 4676–4681.

    Article  CAS  Google Scholar 

  33. Kryschenko, Y. K.; Seidel S. R.; Arif, A. M.; Stang, P. J. Coordination-driven self-assembly of predesigned supramolecular triangles. J. Am. Chem. Soc. 2003, 125, 5193–5198.

    Article  CAS  Google Scholar 

  34. Gao, Z.; Han Y.; Chen, S.; Li, Z.; Tong, H.; Wang, F. Photoresponsive supramolecular polymer networks via hydrogen bond assisted molecular tweezer/guest complexation. ACS Macro Lett. 2017, 6(5), 541–545.

    Article  CAS  Google Scholar 

  35. Liu, Y.; Yu, Y.; Gao, J.; Wang, Z.; Zhang, X. Water-soluble supramolecular polymerization driven by multiple hoststabilized charge-transfer interactions. Angew. Chem. Int. Ed., 2010, 49, 6576–6579.

    Article  CAS  Google Scholar 

  36. Liu, Y.; Fang, R. C.; Tan, X.; Wang, Z. Q.; Zhang, X. Supramolecular polymerization at low monomer concentration: enhancing intermolecular interaction and suppressing cyclization by rational molecular design. Chem. Eur. J., 2012, 18, 15650–15654.

    Article  CAS  Google Scholar 

  37. Tian, Y. J.; Shi, E. T.; Tian, Y. K.; Yao, R. S.; Wang, F. Cooperative complexation of amino acid derivatives to platinum acetylide-based bolaamphiphile. Org. Lett. 2014, 16(12), 3180–3183.

    Article  CAS  Google Scholar 

  38. Xu, J. F.; Chen, L.; Zhang, X. How to make weak noncovalent interactions stronger. Chem. Eur. J. 2015, 21, 11938–11946.

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was financially supported by the National Natural Science Foundation of China (No. 21674106), the Fundamental Research Funds for the Central Universities (No. WK3450000001), and CAS Youth Innovation Promotion Association (No. 2015365).

Author information

Authors and Affiliations

  1. Chinese Academy of Sciences Key Laboratory of Soft Matter Chemistry, Department of Polymer Science and Engineering, University of Science and Technology of China, Hefei, 230026, China

    Zong-Chun Gao, Cheng-Peng Wei, Yi-Fei Han, Ming Yuan & Feng Wang

  2. Department of Chemical Engineering, Stanford University, Stanford, California, 94305, USA

    Xu-Zhou Yan

  3. Faculty of Pharmaceutical Engineering, Bengbu Medical College, Anhui Engineering Technology Research Center of Biochemical Pharmaceuticals, Bengbu, 233030, China

    Ming Yuan

Authors
  1. Zong-Chun Gao
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Cheng-Peng Wei
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yi-Fei Han
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Ming Yuan
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Xu-Zhou Yan
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Feng Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Xu-Zhou Yan or Feng Wang.

Additional information

Invited paper for special issue of “Supramolecular Self-Assembly”

Electronic supplementary material

10118_2018_2090_MOESM1_ESM.pdf

Near-Infrared-Emissive Self-assembled Polymers via the Implementation of Molecular Tweezer/Guest Complexation on a Supramolecular Coordination Complex Platform

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Gao, ZC., Wei, CP., Han, YF. et al. Near-Infrared-Emissive Self-assembled Polymers via the Implementation of Molecular Tweezer/Guest Complexation on a Supramolecular Coordination Complex Platform. Chin J Polym Sci 36, 399–405 (2018). https://doi.org/10.1007/s10118-018-2090-2

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10118-018-2090-2

Keywords

Search

Navigation