Isolated supramolecules on surfaces studied with scanning tunneling microscopy

引用本文: Chao Xie, Qi-Meng Wu, Ruo-Ning Li, Gao-Chen Gu, Xue Zhang, Na Li, Richard Berndt, Jörg Kröger, Zi-Yong Shen, Shi-Min Hou, Yong-Feng Wang. Isolated supramolecules on surfaces studied with scanning tunneling microscopy[J]. Chinese Chemical Letters, 2016, 27(6): 807-812. doi: 10.1016/j.cclet.2016.03.022 shu

Citation: Chao Xie, Qi-Meng Wu, Ruo-Ning Li, Gao-Chen Gu, Xue Zhang, Na Li, Richard Berndt, Jörg Kröger, Zi-Yong Shen, Shi-Min Hou, Yong-Feng Wang. Isolated supramolecules on surfaces studied with scanning tunneling microscopy[J]. Chinese Chemical Letters, 2016, 27(6): 807-812. doi: 10.1016/j.cclet.2016.03.022 shu

Isolated supramolecules on surfaces studied with scanning tunneling microscopy

a Key Laboratory for the Physics and Chemistry of Nanodevices, Department of Electronics, Peking University, Beijing 100871, China;
b Department of Environmental Science, College of Environment and Resources, Jilin University, Changchun 130021, China;
c College of Electronic Science and Engineering, Jilin University, Changchun 130021, China;
d Institut für Experimentelle und Angewandte Physik, Christian-Albrechts-Universität zu Kiel, D-24098 Kiel, Germany;
e Institut für Physik, Technische Universität Ilmenau, D-98693 Ilmenau, Germany;
f Beida Information Research (BIR), Tianjin 300457, China
基金项目:
This work was supported by the National Natural Science Foundation of China (Nos. 21522301, 21373020, 21403008, 61321001, 21433011, 61271050). the Ministry of Science and Technology (Nos. 2014CB239302 and 2013CB933404), and the Research Fund for the Doctoral Program of Higher Education (No. 20130001110029). R. B. acknowledges financial support from the Deutsche Forschungsgemeinschaft (DFG) via the SFB 677.

摘要: To date, supramolecular chemistry is an ever growing research field owing to its crucial role in molecular catalysis, recognition, medicine, data storage and processing as well as artificial photosynthetic devices. Different isolated supramolecules were prepared by molecular self-assembly on surfaces. This review mainly focuses on supramolecular aggregations on noble metal surfaces studied by scanning tunneling microscopy, including dimers, trimers, tetramers, pentamers, wire-like assemblies and Sierpin´ ski triangular fractals. The variety of self-assembled structures reflects the subtle balance between intermolecular and molecule-substrate interactions, which to some extent may be controlled by molecules, substrates and the molecular coverage. The comparative study of different architectures helps identifying the operative mechanisms that lead to the structural motifs. The application of these mechanisms may lead to novel assemblies with tailored physicochemical properties.

关键词:

English

Isolated supramolecules on surfaces studied with scanning tunneling microscopy

a Key Laboratory for the Physics and Chemistry of Nanodevices, Department of Electronics, Peking University, Beijing 100871, China;
b Department of Environmental Science, College of Environment and Resources, Jilin University, Changchun 130021, China;
c College of Electronic Science and Engineering, Jilin University, Changchun 130021, China;
d Institut für Experimentelle und Angewandte Physik, Christian-Albrechts-Universität zu Kiel, D-24098 Kiel, Germany;
e Institut für Physik, Technische Universität Ilmenau, D-98693 Ilmenau, Germany;
f Beida Information Research (BIR), Tianjin 300457, China
Received Date: 15 February 2016
Revised Date: 09 March 2016
Fund Project:
This work was supported by the National Natural Science Foundation of China (Nos. 21522301, 21373020, 21403008, 61321001, 21433011, 61271050). the Ministry of Science and Technology (Nos. 2014CB239302 and 2013CB933404), and the Research Fund for the Doctoral Program of Higher Education (No. 20130001110029). R. B. acknowledges financial support from the Deutsche Forschungsgemeinschaft (DFG) via the SFB 677.

Abstract: To date, supramolecular chemistry is an ever growing research field owing to its crucial role in molecular catalysis, recognition, medicine, data storage and processing as well as artificial photosynthetic devices. Different isolated supramolecules were prepared by molecular self-assembly on surfaces. This review mainly focuses on supramolecular aggregations on noble metal surfaces studied by scanning tunneling microscopy, including dimers, trimers, tetramers, pentamers, wire-like assemblies and Sierpin´ ski triangular fractals. The variety of self-assembled structures reflects the subtle balance between intermolecular and molecule-substrate interactions, which to some extent may be controlled by molecules, substrates and the molecular coverage. The comparative study of different architectures helps identifying the operative mechanisms that lead to the structural motifs. The application of these mechanisms may lead to novel assemblies with tailored physicochemical properties.

Key words:

1. [1] L.J. Wan, Fabricating and controlling molecular self-organization at solid surfaces: studies by scanning tunneling microscopy, Acc. Chem. Res. 39 (2006) 334-342.
2. [2] R.K. Smith, P.A. Lewis, P.S. Weiss, Patterning self-assembled monolayers, Prog. Surf. Sci. 75 (2004) 1-68.
3. [3] S. De Feyter, F.C. De Schryver, Two-dimensional supramolecular self-assembly probed by scanning tunneling microscopy, Chem. Soc. Rev. 32 (2003) 139-150.
4. [4] N. Lin, S. Stepanow, M. Ruben, J.V. Barth, Surface-confined supramolecular coordination chemistry, in: P. Broekmann, K.H. Dötz, C.A. Schalley (Eds.), Templates in Chemistry III: Topics in Current Chemistry, 287, Springer, Berlin, Heidelberg, 2009, pp. 1-44.
5. [5] N. Néel, J. Kröger, R. Berndt, Highly periodic fullerene nanomesh, Adv. Mater. 18 (2006) 174-177.
6. [6] D. Bléger, D. Kreher, F. Mathevet, et al., Surface noncovalent bonding for rational design of hierarchical molecular self-assemblies, Angew. Chem. 119 (2007) 7548-7551.
7. [7] J. Xu, Q.D. Zeng, Construction of two-dimensional (2D) H-bonded supramolecular nanostructures studied by STM, Chin. Chem. Lett. 24 (2013) 177-182.
8. [8] C. Xiao, W.Y. Zhao, D.Y. Zhou, et al., Recent advance of photochromic diarylethenescontaining supramolecular systems, Chin. Chem. Lett. 26 (2015) 817-824.
9. [9] L. Chen, Y.C. Zhang, W.K. Wang, et al., Conjugated radical cation dimerizationdriven generation of supramolecular architectures, Chin. Chem. Lett. 26 (2015) 811-816.
10. [10] T.T. Cao, X.Y. Yao, J. Zhang, Q.C. Wang, X. Ma, A cucurbit[8]uril recognized rigid supramolecular polymer with photo-stimulated responsiveness, Chin. Chem. Lett. 26 (2015) 867-871.
11. [11] M. Han, G.C. Wang, H.Q. Duan, Construction of supramolecular nanofibers through electrostatic interaction between perylene and cholesterol derivatives, Chin. Chem. Lett. 25 (2014) 51-54.
12. [12] F. Gao, J.B. Zhang, C.P. Li, T.R. Huo, X.H. Wei, Supramolecular binding of amines with functional magnesium tetraphenylporphyrin for CO₂ capture, Chin. Chem. Lett. 24 (2013) 249-252.
13. [13] J.K. Ouyang, L.J. Chen, L. Xu, C.H. Wang, H.B. Yang, A new family of supramolecular multiferrocenyl rhomboids: synthesis, characterization, and their electrochemical behavior, Chin Chem. Lett. 24 (2013) 471-474.
14. [14] X. Zhang, N. Li, G.C. Gu, et al., Controlling molecular growth between fractals and crystals on surfaces, ACS Nano 9 (2015) 11909-11915.
15. [15] N. Li, X. Zhang, G.C. Gu, et al., Sierpiński-triangle fractal crystals with the C_3v point group, Chin. Chem. Lett. 26 (2015) 1198-1202.
16. [16] N. Néel, J. Kröger, R. Berndt, Fullerene nanowires on a vicinal gold surface, Appl. Phys. Lett. 88 (2006) 163101.
17. [17] N. Wintjes, D. Bonifazi, F.Y. Cheng, et al., A supramolecular multiposition rotary device, Angew. Chem. Int. Ed. 46 (2007) 4089-4092.
18. [18] Y.F. Wang, X. Ge, G. Schull, et al., Switching single azopyridine supramolecules in ordered arrays on Au(111), J. Am. Chem. Soc. 132 (2010) 1196-1197.
19. [19] B.F. King, F. Weinhold, Structure and spectroscopy of (HCN)_n clusters: cooperative and electronic delocalization effects in C-H N hydrogen bonding, J. Chem. Phys. 103 (1995) 333-347.
20. [20] G. Pawin, K.L. Wong, K.Y. Kwon, L. Bartels, A homomolecular porous network at a Cu(111) surface, Science 313 (2006) 961-962.
21. [21] Y.C. Ye, W. Sun, Y.F. Wang, et al., A unified model: self-assembly of trimesic acid on gold, J. Phys. Chem. C 111 (2007) 10138-10141.
22. [22] R. Otero, M. Lukas, R.E.A. Kelly, et al., Elementary structural motifs in a random network of cytosine adsorbed on a gold(111) surface, Science 319 (2008) 312-315.
23. [23] S. Griessl, M. Lackinger, M. Edelwirth, M. Hietschold, W.M. Heckl, Self-assembled two-dimensional molecular host-guest architectures from trimesic acid, Single Mol. 3 (2002) 25-31.
24. [24] M. Stöhr, M. Wahl, C.H. Galka, et al., Controlling molecular assembly in two dimensions: the concentration dependence of thermally induced 2D aggregation of molecules on a metal surface, Angew. Chem. Int. Ed. 44 (2005) 7394-7398.
25. [25] Q.Y. Liu, Q.Y. Jia, J.Q. Zhu, et al., Highly ordered arrangement of meso-tetrakis(4-aminophenyl)porphyrin in self-assembled nanoaggregates via hydrogen bonding, Chin. Chem. Lett. 25 (2014) 752-756.
26. [26] H.Y. Guo, F.F. Yang, Z.Y. Jiao, J.R. Lin, Click synthesis and dye extraction properties of novel thiacalix[4]arene derivatives with triazolyl and hydrogen bonding groups, Chin. Chem. Lett. 24 (2013) 450-452.
27. [27] X. Meng, Q.G. He, H.M. Cao, J.G. Cheng, A novel chemosensor-bipyridyl end capped hyperbranched conjugated polymer, Chin. Chem. Lett. 22 (2011) 725-728.
28. [28] P. Metrangolo, F. Meyer, T. Pilati, G. Resnati, G. Terraneo, Halogen bonding in supramolecular chemistry, Angew. Chem. Int. Ed. 47 (2008) 6114-6127.
29. [29] M. Böhringer, K. Morgenstern, W.D. Schneider, R. Berndt, Trennung eines racemischen gemisches zweidimensionaler molekularer cluster mit dem rastertunnelmikroskop, Angew. Chem. 111 (1999) 832-834.
30. [30] M. Böhringer, K. Morgenstern, W.D. Schneider, et al., Two-dimensional self-assembly of supramolecular clusters and chains, Phys. Rev. Lett. 83 (1999) 324-327.
31. [31] M.C. Blüm, E. Ćavar, M. Pivetta, F. Patthey, W.D. Schneider, Conservation of chirality in a hierarchical supramolecular self-assembled structure with pentagonal symmetry, Angew. Chem. Int. Ed. 44 (2005) 5334-5337.
32. [32] C. Tegenkamp, Vicinal surfaces for functional nanostructures, J. Phys. Condens. Matter 21 (2009) 013002.
33. [33] M.M. Kamna, S.J. Stranick, P.S. Weiss, Imaging substrate-mediated interactions, Science 274 (1996) 118-119.
34. [34] A. Schiffrin, A. Riemann, W. Auwärter, et al., Zwitterionic self-assembly of L-methionine nanogratings on the Ag(111) surface, Proc. Natl. Acad. Sci. USA 104 (2007) 5279-5284.
35. [35] Y.F. Wang, X. Ge, C. Manzano, et al., Supramolecular patterns controlled by electron interference and direct intermolecular interactions, J. Am. Chem. Soc. 131 (2009) 10400-10402.
36. [36] H. Brune, Microscopic view of epitaxial metal growth: nucleation and aggregation, Surf. Sci. Rep. 31 (1998) 125-229.
37. [37] S. Karan, Y.F. Wang, R. Robles, N. Lorente, R. Berndt, Surface-supported supramolecular pentamers, J. Am. Chem. Soc. 135 (2013) 14004-14007.
38. [38] S. Karan, N. Li, Y.J. Zhang, et al., Spin manipulation by creation of single-molecule radical cations, Phys. Rev. Lett. 116 (2016) 027201.
39. [39] G. Tomba, M. Stengel, W.D. Schneider, A. Baldereschi, A. De Vita, Supramolecular self-assembly driven by electrostatic repulsion: the 1d aggregation of rubrene pentagons on Au(111), ACS Nano 4 (2010) 7545-7551.
40. [40] T. Yokoyama, S. Yokoyama, T. Kamikado, Y. Okuno, S. Mashiko, Selective assembly on a surface of supramolecular aggregates with controlled size and shape, Nature 413 (2001) 619-621.
41. [41] P.J. De Rege, S.A. Williams, M.J. Therien, Direct evaluation of electronic coupling mediated by hydrogen bonds: implications for biological electron transfer, Science 269 (1995) 1409-1413.
42. [42] H.W. Fink, C. Schönenberger, Electrical conduction through DNA molecules, Nature 398 (1999) 407-410.
43. [43] L.T. Cai, H. Tabata, T. Kawai, Self-assembled DNA networks and their electrical conductivity, Appl. Phys. Lett. 77 (2000) 3105-3106.
44. [44] D.D. Chambliss, R.J. Wilson, S. Chiang, Nucleation of ordered Ni island arrays on Au (111) by surface-lattice dislocations, Phys. Rev. Lett. 66 (1991) 1721-1724.
45. [45] Y.F. Wang, X. Ge, G. Schull, et al., Azo supramolecules on Au(111) with controlled size and shape, J. Am. Chem. Soc. 130 (2008) 4218-4219.
46. [46] J. Shen, R. Skomski, M. Klaua, et al., Magnetism in one dimension: Fe on Cu(111), Phys. Rev. B 56 (1997) 2340-2343.
47. [47] P. Gambardella, M. Blanc, H. Brune, K. Kuhnke, K. Kern, One-dimensional metal chains on Pt vicinal surfaces, Phys. Rev. B 61 (2000) 2254-2262.
48. [48] J.L. Lin, D.Y. Petrovykh, A. Kirakosian, et al., Self-assembled Fe nanowires using organometallic chemical vapor deposition and CaF₂ masks on stepped Si(111), Appl. Phys. Lett. 78 (2001) 829-831.
49. [49] V. Repain, G. Baudot, H. Ellmer, S. Rousset, Two-dimensional long-range-ordered growth of uniform cobalt nanostructures on a Au(111) vicinal template, Europhys. Lett. 58 (2002) 730-736.
50. [50] S.Y. Ohno, K. Yagyuu, K. Nakatsuji, F. Komori, One-dimensional self-organized patterns on vicinal Cu(001)-c(2×2)N surfaces, Jpn. J. Appl. Phys. 41 (2002) L1243-L1246.
51. [51] J. Shang, Y.F. Wang, M. Chen, et al., Assembling molecular Sierpiński triangle fractals, Nat. Chem. 7 (2015) 389-393.
52. [52] G.C. Gu, N. Li, X. Zhang, et al., Sierpiński triangle fractal structures investigated by STM, Acta Phys. Chim. Sin. 32 (2016) 195-200.
53. [53] G.R. Newkome, C. Shreiner, Dendrimers derived from 1 !3 branching motifs, Chem. Rev. 110 (2010) 6338-6442.
54. [54] K.I. Sugiura, H. Tanaka, T. Matsumoto, T. Kawai, Y. Sakata, A mandala-patterned bandanna-shaped porphyrin oligomer, C₁₂₄₄H₁₃₅₀N₈₄Ni_20O88, having a unique size and geometry, Chem Lett. 28 (1999) 1193-1194.
55. [55] G.R. Newkome, P.S. Wang, C.N. Moorefield, et al., Nanoassembly of a fractal polymer: a molecular "Sierpinski hexagonal gasket", Science 312 (2006) 1782-1785.
56. [56] K. Fujibayashi, R. Hariadi, S.H. Park, E. Winfree, S. Murata, Toward reliable algorithmic self-assembly of DNA tiles: a fixed-width cellular automaton pattern, Nano Lett. 8 (2008) 1791-1797.
57. [57] R. Sarkar, R. Sarkar, K. Guo, C.N. Moorefield, et al., One-step multicomponent selfassembly of a first-generation Sierpiński triangle: from fractal design to chemical reality, Angew. Chem. Int. Ed. 53 (2014) 12182-12185.
58. [58] M. Wang, C. Wang, X.Q. Hao, et al., Hexagon wreaths: self-assembly of discrete supramolecular fractal architectures using multitopic terpyridine ligands, J. Am. Chem. Soc. 136 (2014) 6664-6671.
59. [59] H. Walch, R. Gutzler, T. Sirtl, G. Eder, M. Lackinger, Material-and orientationdependent reactivity for heterogeneously catalyzed carbon-bromine bond hemolysis, J. Phys. Chem. C 114 (2010) 12604-12609.
60. [60] K.H. Chung, J. Park, K.Y. Kim, et al., Polymorphic porous supramolecular networks mediated by halogen bonds on Ag(111), Chem. Commun. 47 (2011) 11492-11494.
61. [61] W.H. Wang, X.Q. Shi, S.Y. Wang, M.A. Van Hove, N. Lin, Single-molecule resolution of an organometallic intermediate in a surface-supported Ullmann coupling reaction, J. Am. Chem. Soc. 133 (2011) 13264-13267.
62. [62] B.B. Mandelbrot, The Fractal Geometry of Nature, W.H. Freeman, New York, 1982.
63. [63] M. Alfonseca, A. Ortega, Determination of fractal dimensions from equivalent L systems, IBM J. Res. Dev. 45 (2001) 797-805.

扫一扫看文章

计量

PDF下载量: 1
文章访问数: 1519
HTML全文浏览量: 35

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Isolated supramolecules on surfaces studied with scanning tunneling microscopy

English

Isolated supramolecules on surfaces studied with scanning tunneling microscopy

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

计量

通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

Isolated supramolecules on surfaces studied with scanning tunneling microscopy

English

Isolated supramolecules on surfaces studied with scanning tunneling microscopy

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

计量

文章相关

通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs