Synthesis of Long-Sought C66 with Exohedral Stabilization†
Cong-Li Gao
State Key Laboratory for Physical Chemistry of Solid Surfaces
Collaborative Innovation Center of Chemistry for Energy Materials
Department of Chemistry, College of Chemistry & Chemical Engineering, Xiamen University, Xiamen 361005 (China)
Search for more papers by this authorXiang Li
State Key Laboratory for Physical Chemistry of Solid Surfaces
Collaborative Innovation Center of Chemistry for Energy Materials
Department of Chemistry, College of Chemistry & Chemical Engineering, Xiamen University, Xiamen 361005 (China)
Search for more papers by this authorDr. Yuan-Zhi Tan
State Key Laboratory for Physical Chemistry of Solid Surfaces
Collaborative Innovation Center of Chemistry for Energy Materials
Department of Chemistry, College of Chemistry & Chemical Engineering, Xiamen University, Xiamen 361005 (China)
Search for more papers by this authorXin-Zhou Wu
State Key Laboratory for Physical Chemistry of Solid Surfaces
Collaborative Innovation Center of Chemistry for Energy Materials
Department of Chemistry, College of Chemistry & Chemical Engineering, Xiamen University, Xiamen 361005 (China)
Search for more papers by this authorDr. Qianyan Zhang
State Key Laboratory for Physical Chemistry of Solid Surfaces
Collaborative Innovation Center of Chemistry for Energy Materials
Department of Chemistry, College of Chemistry & Chemical Engineering, Xiamen University, Xiamen 361005 (China)
Search for more papers by this authorCorresponding Author
Prof.Dr. Su-Yuan Xie
State Key Laboratory for Physical Chemistry of Solid Surfaces
Collaborative Innovation Center of Chemistry for Energy Materials
Department of Chemistry, College of Chemistry & Chemical Engineering, Xiamen University, Xiamen 361005 (China)
State Key Laboratory for Physical Chemistry of Solid SurfacesSearch for more papers by this authorProf. Rong-Bin Huang
State Key Laboratory for Physical Chemistry of Solid Surfaces
Collaborative Innovation Center of Chemistry for Energy Materials
Department of Chemistry, College of Chemistry & Chemical Engineering, Xiamen University, Xiamen 361005 (China)
Search for more papers by this authorCong-Li Gao
State Key Laboratory for Physical Chemistry of Solid Surfaces
Collaborative Innovation Center of Chemistry for Energy Materials
Department of Chemistry, College of Chemistry & Chemical Engineering, Xiamen University, Xiamen 361005 (China)
Search for more papers by this authorXiang Li
State Key Laboratory for Physical Chemistry of Solid Surfaces
Collaborative Innovation Center of Chemistry for Energy Materials
Department of Chemistry, College of Chemistry & Chemical Engineering, Xiamen University, Xiamen 361005 (China)
Search for more papers by this authorDr. Yuan-Zhi Tan
State Key Laboratory for Physical Chemistry of Solid Surfaces
Collaborative Innovation Center of Chemistry for Energy Materials
Department of Chemistry, College of Chemistry & Chemical Engineering, Xiamen University, Xiamen 361005 (China)
Search for more papers by this authorXin-Zhou Wu
State Key Laboratory for Physical Chemistry of Solid Surfaces
Collaborative Innovation Center of Chemistry for Energy Materials
Department of Chemistry, College of Chemistry & Chemical Engineering, Xiamen University, Xiamen 361005 (China)
Search for more papers by this authorDr. Qianyan Zhang
State Key Laboratory for Physical Chemistry of Solid Surfaces
Collaborative Innovation Center of Chemistry for Energy Materials
Department of Chemistry, College of Chemistry & Chemical Engineering, Xiamen University, Xiamen 361005 (China)
Search for more papers by this authorCorresponding Author
Prof.Dr. Su-Yuan Xie
State Key Laboratory for Physical Chemistry of Solid Surfaces
Collaborative Innovation Center of Chemistry for Energy Materials
Department of Chemistry, College of Chemistry & Chemical Engineering, Xiamen University, Xiamen 361005 (China)
State Key Laboratory for Physical Chemistry of Solid SurfacesSearch for more papers by this authorProf. Rong-Bin Huang
State Key Laboratory for Physical Chemistry of Solid Surfaces
Collaborative Innovation Center of Chemistry for Energy Materials
Department of Chemistry, College of Chemistry & Chemical Engineering, Xiamen University, Xiamen 361005 (China)
Search for more papers by this authorThis research was financially supported by the 973 Project (2014CB845601) and the National Science Foundation of China (21031004, U1205111, 21390390).
Abstract
Previously reported fused-pentagon fullerenes stabilized by exohedral derivatization do not share the same cage with those stabilized by endohedral encapsulation. Herein we report the crystallographic identification of #4348C66Cl10, which has the same cage as that of previously reported Sc2@C66. According to the geometrical data of #4348C66Cl10, both strain relief (at the fused pentagons) and local aromaticity (on the remaining sp2-hybrided carbon framework) contribute to the exohedral stabilization of this long-sought 66 carbon atom cage.
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References
- 1H. W. Kroto, J. R. Heath, S. C. O’Brien, R. F. Curl, R. E. Smalley, Nature 1985, 318, 162–163.
- 2P. W. Fowler, D. E. Manolopoulos, An Altas of Fullerenes, Oxford University Press, Oxford, 1995.
- 3H. W. Kroto, Nature 1987, 329, 529–531.
- 4Y. Z. Tan, S. Y. Xie, R. B. Huang, L. S. Zheng, Nat. Chem. 2009, 1, 450–460.
- 5A. A. Popov, S. F. Yang, L. Dunsch, Chem. Rev. 2013, 113, 5989–6113, and references therein.
- 6J. M. Campanera, C. Bo, J. M. Poblet, Angew. Chem. 2005, 117, 7396–7399;
10.1002/ange.200501791 Google ScholarAngew. Chem. Int. Ed. 2005, 44, 7230–7233.
- 7C. R. Wang, T. Kai, T. Tomiyama, T. Yoshida, Y. Kobayashi, E. Nishibori, M. Takata, M. Sakata, H. Shinohara, Nature 2000, 408, 426–427.
- 8T. Wakahara, H. Nikawa, T. Kikuchi, T. Nakahodo, G. A. Rahman, T. Tsuchiya, Y. Maeda, T. Akasaka, K. Yoza, E. Horn, J. Am. Chem. Soc. 2006, 128, 14228–14229.
- 9Crystal of #4348C66Cl10: 0.12×0.05×0.02 mm; orthorhombic; space group P212121; a=12.880(7), b=16.497(3), c=38.973(9) Å; V=8281.8(7) Å3; Z=4; T=173(2) K; No. reflections: 23463; No. independent reflections: 14 537; final R1=0.0505 and wR2=0.1236 [R1 (all data)=0.0615 and wR2 (all data)=0.1328] with I>2σ(I). CCDC 978397 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
- 10R. C. Haddon, Acc. Chem. Res. 1988, 21, 243–249.
- 11R. C. Haddon, L. E. Brus, K. Raghavachari, Chem. Phys. Lett. 1986, 125, 459–464.
- 12L. T. Scott, E. A. Jackson, Q. Y. Zhang, B. D. Steinberg, M. Bancu, B. Li, J. Am. Chem. Soc. 2012, 134, 107–110.
- 13S. Stevenson, P. W. Fowler, T. Heine, J. C. Duchamp, G. Rice, T. Glass, K. Harich, E. Hajdu, R. Bible, H. C. Dorn, Nature 2000, 408, 427–428.
- 14K. Kobayashi, S. Nagase, Chem. Phys. Lett. 2002, 362, 373–379.
- 15M. Takata, E. Nishibori, M. Sakata, Chem. Phys. Lett. 2003, 372, 512–518.
- 16Y. H. Cui, W. Q. Tian, J. K. Feng, D. L. Chen, J. Nanopart. Res. 2010, 12, 429–438.
- 17W. Krätschmer, L. D. Lamb, K. Fostiropoulos, D. R. Huffman, Nature 1990, 347, 354.
- 18Y. Z. Tan, R. T. Chen, Z. J. Liao, J. Li, F. Zhu, X. Lu, S. Y. Xie, J. Li, R. B. Huang, L. S. Zheng, Nat. Commun. 2011, 2, 420–425.
- 19S. I. Troyanov, E. Kemnitz, Curr. Org. Chem. 2012, 16, 1060–1078.
- 20F. N. Tebbe, J. Y. Becker, D. B. Chase, L. E. Firment, E. R. Holler, B. S. Malone, P. J. Krusic, E. Wasserman, J. Am. Chem. Soc. 1991, 113, 9900–9901.
- 21R. T. Chen, S. J. Zhou, H. Lian, Z. Z. Qian, J. M. Li, Q. He, L. Zhang, Y. Z. Tan, X. Han, Z. J. Liao, W. Z. Weng, S. Y. Xie, R. B. Huang, L. S. Zheng, J. Phys. Chem. C 2009, 113, 16901–16905.
- 22CrysAlisPro, Version 1.171.35.19., Agilent Technologies Inc., Santa Clara, CA, USA, 2011.
- 23G. M. Sheldrick, Acta Crystallogr. Sect. A 2008, 64, 112–122.
- 24O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard, H. J. Puschmann, Appl. Crystallogr. 2009, 42, 339–341.
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