Switchable host-guest systems on surfaces

Accounts of Chemical Research

Volumn 47, Issue 7, 2014, Pages 1950-1960

  Yang, Ying Wei ^a   Sun, Yu Long ^a   Song, Nan ^a  

^a Jilin University   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84904423568     PISSN: 00014842     EISSN: 15204898     Source Type: Journal    
DOI: 10.1021/ar500022f     Document Type: Article

References (54)

1. Pedersen, C. J. The Discovery of Crown Ethers Angew. Chem., Int. Ed. Engl. 1998, 27, 1021-1027
2. Cram, D. J. The Design of Molecular Hosts, Guests, and Their Complexes Angew. Chem., Int. Ed. Engl. 1998, 27, 1009-1020
3. Lehn, J.-M. Supramolecular Chemistry-Scope and Perspectives Molecules, Supermolecules, and Molecular Devices Angew. Chem., Int. Ed. Engl. 1998, 27, 89-112
4. Encyclopedia of Supramolecular Chemistry, Vols. 1, 2 Ed.: Atwood, J. L.; Steed, J.W., Taylor & Francis Group, New York, 2004, 2005.
5. Oshovsky, G. V.; Reinhoudt, D. N.; Verboom, W. Supramolecular Chemistry in Water Angew. Chem., Int. Ed. 2007, 46, 2366-2393
6. Wang, K.; Yang, Y.-W. Supramolecular Chemistry Annu. Rep. Prog. Chem., Sect. B: Org. Chem. 2013, 109, 67-87
7. Wang, K.; Yang, Y.-W.; Zhang, S. X.-A. Progress on the Synthesis and Host-Guest Chemistry of Pillararenes Chem. J. Chin. Univ. 2012, 33, 2-13
8. Wang, K.; Tan, L.-L.; Chen, D.-X.; Song, N.; Xi, G.; Zhang, S. X.-A.; Li, C.; Yang, Y.-W. One-Pot Synthesis of Pillar[n]arenes Catalyzed by a Minimum Amount of TfOH and a Solution-Phase Mechanistic Study Org. Biomol. Chem. 2012, 10, 9405-9409
9. Tan, L.-L.; Zhang, Y.; Li, B.; Wang, K.; Zhang, S. X.-A.; Tao, Y.; Yang, Y.-W. Selective Recognition of "Solvent" Molecules in Solution and the Solid State by 1,4-Dimethoxypillar[5]arene Driven by Attractive Forces New J. Chem. 2014, 38, 845-851
10. Zheng, D.-D.; Fu, D.-Y.; Wu, Y.; Sun, Y.-L.; Tan, L.-L.; Zhou, T.; Ma, S.-Q.; Zha, X.; Yang, Y.-W. Efficient Inhibition of Human Papillomavirus 16 L1 Pentamer Formation by a Carboxylatopillarene and a p-Sulfonatocalixarene Chem. Commun. 2014, 50, 3201-3203
11. Wang, K.; Wang, C.-Y.; Wang, Y.; Li, H.; Bao, C.-Y.; Liu, J.-Y.; Zhang, S. X.-A.; Yang, Y.-W. Electrospun Nanofibers and Multi-Responsive Supramolecular Assemblies Constructed from a Pillar[5]arene-Based Receptor Chem. Commun. 2013, 49, 10528-10530
12. Liu, Y.; Yang, Y.-W.; Li, L.; Chen, Y. Cooperative Molecular Recognition of Dyes by Dyad and Triad Cyclodextrin-Crown Ether Conjugates Org. Biomol. Chem. 2004, 2, 1542-1548
13. Tan, L.-L.; Liu, Y.-P.; Yang, Y.-W.; Zhang, S. X.-A. One-Pot Synthesis of Tetrafluoro- and Tetrachlorofluorescein Derivatives and Their Stabilization by β-Cyclodextrin Chin. J. Chem. 2013, 31, 612-616
14. Liu, Y.; Yang, Y.-W.; Cao, R.; Song, S.-H.; Zhang, H.-Y.; Wang, L.-H. Thermodynamic Origin of Molecular Selective Binding of Bile Salts by Aminated β-Cyclodextrins J. Phys. Chem. B 2003, 107, 14130-14139
15. Liu, Y.; Yang, Y.-W.; Yang, E.-C.; Guan, X.-D. Molecular Recognition Thermodynamics and Structural Elucidation of Interactions between Steroids and Bridged Bis(β-cyclodextrin)s J. Org. Chem. 2004, 69, 6590-6602
16. Liu, Y.; Yang, Y.-W.; Song, Y.; Zhang, H.-Y.; Ding, F.; Wada, T.; Inoue, Y. Residue and Sequence Selective Binding of Non-aromatic Dipeptides by Bis(β-cyclodextrin) with Functional Tether ChemBioChem 2004, 5, 868-871
17. Yang, Y.-W.; Chen, Y.; Liu, Y. Linear Polypseudorotaxanes Possessing Many Metal Centers Constructed from Inclusion Complexes of α, β, γ-Cyclodextrins with 4,4′-Dipyridine Inorg. Chem. 2006, 45, 3014-3022
18. Liu, Y.; Yang, Y.-W.; Chen, Y.; Zou, H.-X. Polyrotaxane with Cyclodextrins as Stoppers and its Assembly Behavior Macromolecules 2005, 38, 5838-5840
19. Li, Z.; Liu, G.; Xue, W.; Wu, D.; Yang, Y.-W.; Wu, J.; Liu, S. H.; Yoon, J.; Yin, J. Construction of Hetero[n]rotaxanes Using Polyfunctional Rotaxane Frameworks J. Org. Chem. 2013, 78, 11560-11570
20. Li, H.; Cheng, C.; McGonigal, P. R.; Fahrenbach, A. C.; Frasconi, M.; Liu, W.-G.; Zhu, Z.; Zhao, Y.; Ke, C.; Lei, J.; Young, R. M.; Dyar, S. M.; Co, D. T.; Yang, Y.-W.; Botros, Y. Y.; Goddard, W. A., III; Wasielewski, M. R.; Astumian, R. D.; Stoddart, J. F. Relative Unidirectional Translation in an Artificial Molecular Assembly Fueled by Light J. Am. Chem. Soc. 2013, 135, 18609-18620
21. Fang, L.; Hmadeh, M.; Wu, J.; Olson, M. A.; Spruell, J. M.; Trabolsi, A.; Yang, Y.-W.; Elhabiri, M.; Albrecht-Gary, A. M.; Stoddart, J. F. Acid-Base Actuation of [c2]Daisy Chains J. Am. Chem. Soc. 2009, 131, 7126-7134
22. Ariga, K.; Ito, H.; Hill, J. P.; Tsukube, H. Molecular Recognition: From Solution Science to Nano/Materials Technology Chem. Soc. Rev. 2012, 41, 5800-5835
23. Ariga, K.; Mori, T.; Hill, J. P. Evolution of Molecular Machines: From Solution to Soft Matter Interface Soft Matter 2012, 8, 15-20
24. Descalzo, A. B.; Martínez-Máñez, R.; Sancenón, F.; Hoffmann, K.; Rurack, K. The Supramolecular Chemistry of Organic-Inorganic Hybrid Materials Angew. Chem., Int. Ed. 2006, 45, 5924-5948
25. Stoddart, J. F. The Chemistry of the Mechanical Bond Chem. Soc. Rev. 2009, 38, 1802-1820
26. Fahrenbach, A. C.; Warren, S. C.; Incorvati, J. T.; Avestro, A.-J.; Barnes, J. C.; Stoddart, J. F.; Grzybowski, B. A. Organic Switches for Surfaces and Devices Adv. Mater. 2013, 25, 331-348
27. Pathem, B. K.; Claridge, S. A.; Zheng, Y. B.; Weiss, P. S. Molecular Switches and Motors on Surfaces Annu. Rev. Phys. Chem. 2013, 64, 605-630
28. Li, H.; Yang, Y.-W. Gold Nanoparticles Functionalized with Supramolecular Macrocycles Chin. Chem. Lett. 2013, 24, 545-552
29. Liu, Y.; Song, S.-H.; Yang, Y.-W.; Chen, Y. Cyclodextrin-Modified Gold Nanoparticle Aggregate Formed by Simple Host-Guest Interactions with 1,10-Phenanthroline J. Chem. Res. (s) 2004, 2, 152-153
30. Liu, Y.; Yang, Y.-W.; Chen, Y. Thio[2-(benzoylamino)ethylamino]-β-CD Fragment Modified Gold Nanoparticles as Recycling Extractors for [60]Fullerene Chem. Commun. 2005, 4208-4210
31. Li, H.; Chen, D.-X.; Sun, Y.-L.; Zheng, Y. B.; Tan, L.-L.; Weiss, P. S.; Yang, Y.-W. Viologen-Mediated Assembly of and Sensing with Carboxylatopillar[5] arene-Modified Au Nanoparticles J. Am. Chem. Soc. 2013, 135, 1570-1576
32. Chen, D.-X.; Sun, Y.-L.; Zhang, Y.; Cui, J.-Y.; Shen, F.-Z.; Yang, Y.-W. Supramolecular Self-Assembly and Photophysical Properties of Pillar[5]arene-Stabilized CdTe Quantum Dots Mediated by Viologens RSC Adv. 2013, 3, 5765-5768
33. 4 Nanoparticles as Magnetic Solid-Phase Extraction Adsorbent for Pesticide Residue Analysis in Beverage Samples RSC Adv. 2013, 3, 22111-22119
34. Yang, Y.-W. Towards Biocompatible Nanovalves Based on Mesoporous Silica Nanoparticles Med. Chem. Commun. 2011, 2, 1033-1049
35. Lee, S.-F.; Zhu, X.-M.; Wang, Y.-X. J.; Xuan, S.-H.; You, Q.; Chan, W.-H.; Wong, C.-H.; Wang, F.; Yu, J. C.; Cheng, C. H. K.; Leung, K. C.-F. Ultrasound, pH, and Magnetically Responsive Crown-Ether-Coated Core/Shell Nanoparticles as Drug Encapsulation and Release Systems ACS Appl. Mater. Interfaces 2013, 5, 1566-1574
36. Angelos, S.; Yang, Y.-W.; Patel, K.; Stoddart, J. F.; Zink, J. I. pH-Responsive Supramolecular Nanovalves Based on Cucurbit[6]uril Pseudorotaxanes Angew. Chem., Int. Ed. 2008, 47, 2222-2226
37. Angelos, S.; Khashab, N. M.; Yang, Y.-W.; Trabolsi, A.; Khatib, H. A.; Stoddart, J. F.; Zink, J. I. pH Clock-Operated Mechanized Nanoparticles J. Am. Chem. Soc. 2009, 131, 12912-12914
38. Sun, Y.-L.; Yang, Y.-W.; Chen, D.-X.; Wang, G.; Zhou, Y.; Wang, C.-Y.; Stoddart, J. F. Mechanized Silica Nanoparticles Based on Pillar[5]arenes for On-Command Cargo Release Small 2013, 9, 3224-3229
39. Patel, K.; Angelos, S.; Dichtel, W. R.; Coskun, A.; Yang, Y.-W.; Zink, J. I.; Stoddart, J. F. Enzyme-Responsive Snap-Top Covered Silica Nanocontainers J. Am. Chem. Soc. 2008, 130, 2382-2383
40. Sun, Y.-L.; Zhou, Y.; Li, Q.-L.; Yang, Y.-W. Enzyme-Responsive Supramolecular Nanovalves Crafted by Mesoporous Silica Nanoparticles and Choline-Sulfonatocalix[4]arene [2]Pseudorotaxanes for Controlled Cargo Release Chem. Commun. 2013, 49, 9033-9035
41. Zheng, Y. B.; Hao, Q.; Yang, Y.-W.; Huang, T. J. Light-driven Artificial Molecular Machines J. Nanophotonics 2010, 4, 042501
42. Sun, Y.-L.; Yang, B.-J.; Zhang, S. X.-A.; Yang, Y.-W. Cucurbit[7]uril Pseudorotaxane-Based Photo-Responsive Supramolecular Nanovalve Chem.-Eur. J. 2012, 18, 9212-9216
43. Angelos, S.; Yang, Y.-W.; Khashab, N. M.; Stoddart, J. F.; Zink, J. I. Dual-Controlled Nanoparticles Exhibiting AND Logic J. Am. Chem. Soc. 2009, 131, 11344-11346
44. Klichko, Y.; Khashab, N. M.; Yang, Y.-W.; Angeles, S.; Stoddart, J. F.; Zink, J. I. Improving Pore Exposure in Mesoporous Silica Films for Mechanized Control of the Pores Microporous Mesoporous Mater. 2010, 132, 435-441
45. Juluri, B. K.; Kumar, A. S.; Liu, Y.; Ye, T.; Yang, Y.-W.; Flood, A. H.; Fang, L.; Stoddart, J. F.; Weiss, P. S.; Huang, T. J. A Mechanical Actuator Driven Electrochemically by Artificial Molecular Muscles ACS Nano 2009, 3, 291-300
46. Zheng, Y.; Yang, Y.-W.; Jensen, L.; Fang, L.; Juluri, B. K.; Flood, A. H.; Weiss, P. S.; Stoddart, J. F.; Huang, T. J. Active Molecular Plasmonics: Controlling Plasmon Resonances with Molecular Switches Nano Lett. 2009, 9, 819-825
47. Mirkin, C. A.; Letsinger, R. L.; Mucic, R. C.; Storhoff, J. J. A DNA-Based Method for Rationally Assembling Nanoparticles into Macroscopic Materials Nature 1996, 382, 607-609
48. Klajn, R.; Stoddart, J. F.; Grzybowski, B. A. Nanoparticles Functionalised with Reversible Molecular and Supramolecular Switches Chem. Soc. Rev. 2010, 39, 2203-2237
49. Chak, C.-P.; Xuan, S.; Mendes, P. M.; Yu, J. C.; Cheng, C. H. K.; Leung, K. C.-F. Discrete Functional Gold Nanoparticles: Hydrogen Bond-Assisted Synthesis, Magnetic Purification, Supramolecular Dimer and Trimer Formation ACS Nano 2009, 3, 2129-2138
50. Chia, S.; Cao, J.; Stoddart, J. F.; Zink, J. I. Working Supramolecular Machines Trapped in Glass and Mounted on a Film Surface Angew. Chem., Int. Ed. 2001, 40, 2447-2451
51. Saha, S.; Leung, K. C.-F.; Nguyen, T. D.; Stoddart, J. F.; Zink, J. I. Nanovalves Adv. Funct. Mater. 2007, 14, 685-693
52. Grosso, D.; Ribot, F.; Boissiere, C.; Sanchez, C. Molecular and Supramolecular Dynamics of Hybrid Organic-Inorganic Interfaces for the Rational Construction of Advanced Hybrid Nanomaterials Chem. Soc. Rev. 2011, 40, 829-848
53. Wang, F.; Yang, Y.; Swager, T. M. Molecular Recognition for High Selectivity in Carbon Nanotube/Polythiophene Chemiresistors Angew. Chem., Int. Ed. 2008, 47, 8394-8396
54. Sokolov, A. N.; Roberts, M. R.; Johnson, O. B.; Cao, Y.; Bao, Z. Induced Sensitivity and Selectivity in Thin-Film Transistor Sensors via Calixarene Layers Adv. Mater. 2010, 22, 2349-2353