Dynamic supramolecular complexes constructed by orthogonal self-assembly

Accounts of Chemical Research

Volumn 47, Issue 7, 2014, Pages 2041-2051

  Hu, Xiao Yu ^a   Xiao, Tangxin ^a   Lin, Chen ^a   Huang, Feihe ^b   Wang, Leyong ^a  

^a NANJING UNIVERSITY   (China)

^b ZHEJIANG UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84904438589     PISSN: 00014842     EISSN: 15204898     Source Type: Journal    
DOI: 10.1021/ar5000709     Document Type: Article

References (47)

1. Lehn, J.-M. Supramolecular chemistry: concepts and perspectives; VCH: Weinheim, 1995.
2. Lehn, J.-M. From supramolecular chemistry towards constitutional dynamic chemistry and adaptive chemistry Chem. Soc. Rev. 2007, 36, 151-160
3. Wong, C.-H.; Zimmerman, S. C. Orthogonality in organic, polymer, and supramolecular chemistry: from Merrifield to click chemistry Chem. Commun. 2013, 49, 1679-1695
4. Huck, W. T. S.; Hulst, R.; Timmerman, P.; van Veggel, F. C. J. M.; Reinhoudt, D. N. Noncovalent synthesis of nanostructures: combining coordination chemistry and hydrogen bonding Angew. Chem., Int. Ed. 1997, 36, 1006-1008
5. Hofmeier, H.; Schubert, U. S. Combination of orthogonal supramolecular interactions in polymeric architectures Chem. Commun. 2005, 41, 2423-2432
6. Li, S.-L.; Xiao, T.; Lin, C.; Wang, L. Advanced supramolecular polymers constructed by orthogonal self-assembly Chem. Soc. Rev. 2012, 41, 5950-5968
7. Saha, M. L.; De, S.; Pramanik, S.; Schmittel, M. Orthogonality in discrete self-assembly-survey of current concepts Chem. Soc. Rev. 2013, 42, 6860-6909
8. Zhang, X.; Wang, C. Supramolecular amphiphiles Chem. Soc. Rev. 2011, 40, 94-101
9. Kishore, R. S. K.; Kalsani, V.; Schmittel, M. Self-assembly of a bis-porphyrinic supramolecular rectangle using two orthogonal binding strategies Chem. Commun. 2006, 3690-3692
10. Schmittel, M.; Samanta, S. K. Orthogonal actuation of a supramolecular double-porphyrin tweezer J. Org. Chem. 2010, 75, 5911-5919
11. Tian, Y.-K.; Chen, L.; Tian, Y.-J.; Wang, X.-Y.; Wang, F. Controlled formation of a supramolecular polymer network driven by heterometallic coordination interactions Polym. Chem. 2013, 4, 453-457
12. Wang, F.; Han, C.; He, C.; Zhou, Q.; Zhang, J.; Wang, C.; Li, N.; Huang, F. Self-sorting organization of two heteroditopic monomers to supramolecular alternating copolymers J. Am. Chem. Soc. 2008, 130, 11254-11255
13. Wang, F.; Zheng, B.; Zhu, K.; Zhou, Q.; Zhai, C.; Li, S.; Li, N.; Huang, F. Formation of linear main-chain polypseudorotaxanes with supramolecular polymer backbones via two self-sorting host-guest recognition motifs Chem. Commun. 2009, 4375-4377
14. Yang, S. K.; Ambade, A. V.; Weck, M. Supramolecular ABC triblock copolymers via one-pot, orthogonal self-assembly J. Am. Chem. Soc. 2010, 132, 1637-1645
15. Wang, X.-Z.; Li, X.-Q.; Shao, X.-B.; Zhao, X.; Deng, P.; Jiang, X.-K.; Li, Z.-T.; Chen, Y.-Q. Selective rearrangements of quadruply hydrogen-bonded dimer driven by donor-acceptor interaction Chem.-Eur. J. 2003, 9, 2904-2913
16. Li, S.-L.; Xiao, T.; Wu, Y.; Jiang, J.; Wang, L. New linear supramolecular polymers that are driven by the combination of quadruple hydrogen bonding and crown ether-paraquat recognition Chem. Commun. 2011, 47, 6903-6905
17. Li, S.-L.; Xiao, T.; Hu, B.; Zhang, Y.; Zhao, F.; Ji, Y.; Yu, Y.; Lin, C.; Wang, L. Formation of polypseudorotaxane networks by cross-linking the quadruple hydrogen bonded linear supramolecular polymers via bisparaquat molecules Chem. Commun. 2011, 47, 10755-10757
18. Hu, X.-Y.; Zhang, P.; Wu, X.; Xia, W.; Xiao, T.; Jiang, J.; Lin, C.; Wang, L. Pillar[5]arene-based supramolecular polypseudorotaxanes constructed from quadruple hydrogen bonding Polym. Chem. 2012, 3, 3060-3063
19. Guan, Y.; Ni, M.; Hu, X.; Xiao, T.; Xiong, S.; Lin, C.; Wang, L. Pillar[5]arene-based polymeric architectures constructed by orthogonal supramolecular interactions Chem. Commun. 2012, 48, 8529-8531
20. Hu, X.-Y.; Wu, X.; Wang, S.; Chen, D.; Xia, W.; Lin, C.; Pan, Y.; Wang, L. Pillar[5]arene-based supramolecular polypseudorotaxane polymer networks constructed by orthogonal self-assembly Polym. Chem. 2013, 4, 4292-4297
21. Hofmeier, H.; El-ghayoury, A.; Schenning, A. P. H. J.; Schubert, U. S. New supramolecular polymers containing both terpyridine metal complexes and quadruple hydrogen bonding units Chem. Commun. 2004, 318-319
22. Hofmeier, H.; Hoogenboom, R.; Wouters, M. E. L.; Schubert, U. S. High molecular weight supramolecular polymers containing both terpyridine metal complexes and ureidopyrimidinone quadruple hydrogen-bonding units in the main chain J. Am. Chem. Soc. 2005, 127, 2913-2921
23. Marshall, L. J.; de Mendoza, J. Self-assembled squares and triangles by simultaneous hydrogen bonding and metal coordination Org. Lett. 2013, 15, 1548-1551
24. Yan, X.; Jiang, B.; Cook, T. R.; Zhang, Y.; Li, J.; Yu, Y.; 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, 16813-16816
25. Wang, F.; Zhang, J.; Ding, X.; Dong, S.; Liu, M.; Zheng, B.; Li, S.; Wu, L.; Yu, Y.; Gibson, H.; Huang, F. Metal coordination mediated reversible conversion between linear and cross-linked supramolecular polymers Angew. Chem., Int. Ed. 2010, 49, 1090-1094
26. Liu, Y.; Huang, Z.; Tan, X.; Wang, Z.; Zhang, X. Cucurbit[8]uril-based supramolecular polymers: promoting supramolecular polymerization by metal-coordination Chem. Commun. 2013, 49, 5766-5768
27. Mes, T.; Koenigs, M. M. E.; Scalfani, V. F.; Bailey, T. S.; Meijer, E. W.; Palmans, A. R. A. Network formation in an orthogonally self-assembling system ACS Macro Lett. 2012, 1, 105-109
28. Korevaar, P. A.; George, S. J.; Markvoort, A. J.; Smulders, M. M. J.; Hilbers, P. A. J.; Schenning, A. P. H. J.; De Greef, T. F. A.; Meijer, E. W. Pathway complexity in supramolecular polymerization Nature 2012, 481, 492-496
29. George, S. J.; de Bruijn, R.; Tomović, Ž.; Van Averbeke, B.; Beljonne, D.; Lazzaroni, R.; Schenning, A. P. H. J.; Meijer, E. W. Asymmetric noncovalent synthesis of self-assembled one-dimensional stacks by a chiral supramolecular auxiliary approach J. Am. Chem. Soc. 2012, 134, 17789-17796
30. Xiao, T.; Li, S.-L.; Zhang, Y.; Lin, C.; Hu, B.; Guan, X.; Yu, Y.; Jiang, J.; Wang, L. Novel self-assembled dynamic [2]catenanes interlocked by the quadruple hydrogen bonding ureidopyrimidinone motif Chem. Sci. 2012, 3, 1417-1421
31. Yan, X.; Wei, P.; Li, Z.; Zheng, B.; Dong, S.; Huang, F.; Zhou, Q. A dynamic [1]catenane with pH-responsiveness formed via threading-followed-by- complexation Chem. Commun. 2013, 49, 2512-2514
32. Hu, X.-Y.; Wu, X.; Duan, Q.; Xiao, T.; Lin, C.; Wang, L. Novel pillar[5]arene-based dynamic polyrotaxanes interlocked by the quadruple hydrogen bonding ureidopyrimidinone motif Org. Lett. 2012, 14, 4826-4829
33. Xiao, T.; Feng, X.; Wang, Q.; Lin, C.; Wang, L.; Pan, Y. Switchable supramolecular polymers from the orthogonal self-assembly of quadruple hydrogen bonding and benzo-21-crown-7-secondary ammonium salt recognition Chem. Commun. 2013, 49, 8329-8331
34. Wang, Q.; Chen, Y.; Liu, Y. Supramolecular ternary polymer mediated by cucurbituril and cyclodextrin Polym. Chem. 2013, 4, 4192-4198
35. Bruns, C. J.; Stoddart, J. F. Supramolecular polymers: Molecular machines muscle up Nat. Nanotechnol. 2013, 8, 9-10
36. Gong, H.-Y.; Rambo, B. M.; Karnas, E.; Lynch, V. M.; Sessler, J. L. A 'Texas-sized' molecular box that forms an anion-induced supramolecular necklace Nat. Chem. 2010, 2, 406-409
37. Zhu, L. L.; Lu, M. Q.; Zhang, Q. W.; Qu, D. H.; Tian, H. Construction of polypseudorotaxane from low-molecular weight monomers via dual noncovalent interactions Macromolecules 2011, 44, 4092-4097
38. Yan, X.; Xu, D.; Chi, X.; Chen, J.; Dong, S.; Ding, X.; Yu, Y.; Huang, F. A multiresponsive, shape-persistent, and elastic supramolecular polymer network gel constructed by orthogonal self-assembly Adv. Mater. 2012, 24, 362-369
39. Weng, W.; Fang, X.; Zhang, H.; Peng, H.; Lin, Y.; Chen, Y. Multiresponsive supramolecular gels constructed by orthogonal metal-ligand coordination and hydrogen bonding Eur. Polym. J. 2013, 49, 4062-4071
40. Schmidt, R.; Uemura, S.; Wuerthner, F. Solvent- and guest-responsive self-assembly of hamilton receptor tethered bis(merocyanine) dyes Chem.-Eur. J. 2010, 16, 13706-13715
41. Groger, G.; Meyer-Zaika, W.; Bottcher, C.; Grohn, F.; Ruthard, C.; Schmuck, C. Switchable supramolecular polymers from the self-assembly of a small monomer with two orthogonal binding interactions J. Am. Chem. Soc. 2011, 133, 8961-8971
42. Fenske, M. T.; Meyer-Zaika, W.; Korth, H.-G.; Vieker, H.; Turchanin, A.; Schmuck, C. Cooperative self-assembly of discoid dimers: hierarchical formation of nanostructures with a pH switch J. Am. Chem. Soc. 2013, 135, 8342-8349
43. Hosono, N.; Gillissen, M. A.; Li, Y.; Sheiko, S. S.; Palmans, A. R.; Meijer, E. W. Orthogonal self-assembly in folding block copolymers J. Am. Chem. Soc. 2013, 135, 501-510
44. Oohora, K.; Onoda, A.; Kitagishi, H.; Yamaguchi, H.; Harada, A.; Hayashi, T. A chemically-controlled supramolecular protein polymer formed by a myoglobin-based self-assembly system Chem. Sci. 2011, 2, 1033-1038
45. Oohora, K.; Burazerovic, S.; Onoda, A.; Wilson, Y. M.; Ward, T. R.; Hayashi, T. Chemically programmed supramolecular assembly of hemoprotein and streptavidin with alternating alignment Angew. Chem., Int. Ed. 2012, 51, 3818-3821
46. Petkau-Milroy, K.; Uhlenheuer, D. A.; Spiering, A. J. H.; Vekemans, J. A. J. M.; Brunsveld, L. Dynamic and bio-orthogonal protein assembly along a supramolecular polymer Chem. Sci. 2013, 4, 2886-2891
47. Brizard, A.; Stuart, M.; van Bommel, K.; Friggeri, A.; de Jong, M.; van Esch, J. Preparation of nanostructures by orthogonal self-assembly of hydrogelators and surfactants Angew. Chem., Int. Ed. 2008, 47, 2063-2066