Citation: YIN Fanhua, TAN Kai. Density Functional Theory Study on the Formation Mechanism of Isolated-Pentagon-Rule C₁₀₀(417)Cl₂₈[J]. Acta Physico-Chimica Sinica, ;2018, 34(3): 256-262. doi: 10.3866/PKU.WHXB201708071 shu

Density Functional Theory Study on the Formation Mechanism of Isolated-Pentagon-Rule C₁₀₀(417)Cl₂₈

YIN Fanhua ,
TAN Kai ^,

Fujian Provincial Key Laboratory of Theoretical and Computational Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian Province, P. R. China

Corresponding author: TAN Kai, ktan@xmu.edu.cn
Received Date: 28 June 2017
Revised Date: 31 July 2017
Accepted Date: 4 August 2017
Available Online: 7 March 2017
Fund Project: the National Natural Science Foundation of China 21573182The project was supported by the National Natural Science Foundation of China (21573182)

A new isolated-pentagon-rule (IPR) C₁₀₀(417)Cl₂₈ has been captured, but its formation mechanism is still unclear. Herein we have used density functional theory (DFT) to study the possible reaction pathways, including Stone-Wales (SW) transformation, direct chlorination, and skeletal transformation for C₁₀₀(417). The calculated results show that the major source of C₁₀₀(417) is the skeletal transformation of C₁₀₂(603), including chloride formation, C₂ elimination, and SW transformation. The results satisfactorily explained the experimental observations, and provide useful guidance for the synthesis of fullerene chlorides.
- Density functional theory,
- Fullerene chloride,
- Skeletal transformation
1. [1]
  Xie, S. Y.; Gao, F.; Lu, X.; Huang, R. B.; Wang, C. R.; Zhang, X.; Liu, M. L.; Deng, S. L.; Zheng, L. S. Science 2004, 304, 699. doi:10.1126/science.1095567 doi: 10.1126/science.1095567
2. [2]
  Tan, Y. Z.; Xie, S. Y.; Huang, R. B.; Zheng, L. S. Nat. Chem. 2009, 1, 450. doi:10.1038/nchem.329 doi: 10.1038/nchem.329
3. [3]
  Wang, S.; Yang, S.; Kemnitz, E.; Troyanov, S. I. Inorg. Chem. 2016, 55, 5741. doi:10.1021/acs.inorgchem.6b00809 doi: 10.1021/acs.inorgchem.6b00809
4. [4]
  Troyanov, S. I.; Yang, S.; Chen, C.; Kemnitz, E. Chem. Eur. J. 2011, 17, 10662. doi:10.1002/chem.201100908 doi: 10.1002/chem.201100908
5. [5]
  Yang, S.; Wei, T.; Kemnitz, E.; Troyanov, S. I. Angew. Chem. Int. Ed. 2012, 124, 8364. doi:10.1002/anie.201201775 doi: 10.1002/anie.201201775
6. [6]
  Stone, A.; Wales, D. Chem. Phys. Lett. 1986, 128, 501. doi:10.1016/0009-2614(86)80661-3 doi: 10.1016/0009-2614(86)80661-3
7. [7]
  Ioffe, I. N.; Mazaleva, O. N.; Chen, C.; Yang, S.; Kemnitz, E.; Troyanov, S. I. Dalton. Trans.2011, 40, 11005. doi:10.1039/C1DT10256G doi: 10.1039/C1DT10256G
8. [8]
  Ioffe, I. N.; Goryunkov, A. A.; Tamm, N. B.; Sidorov, L. N.; Kemnitz, E.; Troyanov, S. I. Angew. Chem. Int. Ed. 2009, 48, 5904. doi:10.1002/anie.200902253 doi: 10.1002/anie.200902253
9. [9]
  Ioffe, I. N.; Mazaleva, O. N.; Sidorov, L. N.; Yang, S.; Wei, T.; Kemnitz, E.; Troyanov, S. I. Inorg. Chem. 2012, 51, 11226. doi:10.1021/ic301650j doi: 10.1021/ic301650j
10. [10]
  Yang, S.; Wei, T.; Wang, S.; Ignat'eva, D. V.; Kemnitz, E.; Troyanov, S. I. Chem. Commun. 2013, 49, 7944. doi:10.1039/C3CC44386H doi: 10.1039/C3CC44386H
11. [11]
  Ioffe, I. N.; Mazaleva, O. N.; Sidorov, L. N.; Yang, S.; Wei, T.; Kemnitz, E.; Troyanov, S. I. Inorg. Chem. 2013, 52, 13821. doi:10.1021/ic402556g doi: 10.1021/ic402556g
12. [12]
  Wang, S.; Yang, S.; Kemnitz, E.; Troyanov, S. I. Angew. Chem. Int. Ed. 2016, 55, 3235. doi:10.1002/ange.201511928 doi: 10.1002/ange.201511928
13. [13]
  Zhao, X.; Goto, H.; Slanina, Z. Chem. Phys. 2004, 306, 93. doi:10.1016/j.chemphys.2004.07.019 doi: 10.1016/j.chemphys.2004.07.019
14. [14]
  Cai, W.; Xu, L.; Shao, N.; Shao, X.; Guo, Q. J. Chem. Phys. 2005, 122, 184318. doi:10.1063/1.1891706 doi: 10.1063/1.1891706
15. [15]
  Hao, Y.; Tang, Q.; Li, X.; Zhang, M.; Wan, Y.; Feng, L.; Chen, N.; Slanina, Z. K.; Adamowicz, L.; Uhlík, F. Inorg. Chem. 2016, 55, 11354. doi:10.1021/acs.inorgchem.6b01894 doi: 10.1021/acs.inorgchem.6b01894
16. [16]
  Chen, C. H.; Abella, L.; Cerón, M. R.; Guerrero-Ayala, M. A.; Rodríguez-Fortea, A.; Olmstead, M. M.; Powers, X. B.; Balch, A. L.; Poblet, J. M.; Echegoyen, L. J. Am. Chem. Soc.2016, 138, 13030. doi:10.1021/jacs.6b07912 doi: 10.1021/jacs.6b07912
17. [17]
  Cai, W.; Li, F. F.; Bao, L.; Xie, Y.; Lu, X. J. Am. Chem. Soc. 2016, 138, 6670. doi:10.1021/jacs.6b03934 doi: 10.1021/jacs.6b03934
18. [18]
  Yang, S.; Wang, S.; Kemnitz, E.; Troyanov, S. I. Angew. Chem. Int. Ed. 2014, 53, 2460. doi:10.1002/anie.201310099 doi: 10.1002/anie.201310099
19. [19]
  Yang, S.; Wei, T.; Scheurell, K.; Kemnitz, E.; Troyanov, S. I. Chem. Eur. J. 2015, 21, 15138. doi:10.1002/chem.201501549 doi: 10.1002/chem.201501549
20. [20]
  Jin, F.; Yang, S.; Kemnitz, E.; Trojanov, S. I. J. Am. Chem. Soc. 2017, 139, 4651. doi:10.1021/jacs.7b01490 doi: 10.1021/jacs.7b01490
21. [21]
  Fowler, P. DE Manolopoulos An atlas of Fullerenes; Oxford University Press: Oxford, UK, 1995.
22. [22]
  Becke, A. D. J. Chem. Phys. 1993, 98, 5648. doi:10.1063/1.464913 doi: 10.1063/1.464913
23. [23]
  Gonzalez, C.; Schlegel H. B. J. Chem. Phys. 1989, 90, 2154. doi:10.1063/1.49785 doi: 10.1063/1.49785
24. [24]
  Frisch, M.; Trucks, G.; Schlegel, H.; et al. Gaussian 09, Revision A. 1.; Gaussian, Inc: Wallingford, CT, 2009.
25. [25]
  Yoshida, M.; Gotō, H.; Hirose, Y.; Zhao, X.; Ōsawa, E. J. Theo. Chem. 1996, 1, 163. doi:10.1002/ejtc.26 doi: 10.1002/ejtc.26
26. [26]
  Shao, N.; Gao, Y.; Yoo, S.; An, W.; Zeng, X. C. J. Phys. Chem. C 2006, 110, 7672. doi:10.1021/jp0624092 doi: 10.1021/jp0624092
27. [27]
  Slanina, Z.; Lee, S. L.; Uhlík, F.; Adamowicz, L.; Nagase, S. Theor. Chem. Acc. 2007, 117, 315. doi:10.1007/s00214-006-0150-0 doi: 10.1007/s00214-006-0150-0
28. [28]
  Bettinger, H. F.; Yakobson, B. I.; Scuseria, G. E. J. Am. Chem. Soc. 2003, 125, 5572. doi:10.1021/ja0288744 doi: 10.1021/ja0288744
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Density Functional Theory Study on the Formation Mechanism of Isolated-Pentagon-Rule C100(417)Cl28

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Density Functional Theory Study on the Formation Mechanism of Isolated-Pentagon-Rule C₁₀₀(417)Cl₂₈