Citation: Li Lingli, Gao Xingfa. π-Electron Configurations of sp²-Carbon Molecules and Structural Models of Fullerenols[J]. Chemistry, ;2020, 83(4): 356-359. shu

π-Electron Configurations of sp²-Carbon Molecules and Structural Models of Fullerenols

Li Lingli ,
Gao Xingfa ^,

College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, 330022

Corresponding author: Gao Xingfa, gaox@jxnu.edu.cn
Received Date: 20 December 2019
Accepted Date: 31 December 2019

Figures(6)

In this paper, our theoretical studies on the structures of fullerenols (including endohedral metallofullerenols) are reviewed. The traditional Clar model was innovated to predict chemical stabilities for sp²-carbon molecules containing heteroatoms, functional groups, and metals. Based on these results, the rule of chemical stability for fullerenols was developed. Using this stability rule, the distributions of functional groups of chemically stable fullerenols were predicted. By the combination of calculations and experiments, the species of functional groups of fullerenols were further characterized, and the precision structural models for fullerenols were established. A computer program was further written to automatically screen fullerenol structures with high chemical stabilities. The results will also help predict structures for the multi-addition derivatives of other sp² carbon materials.
- Fullerenols,
- Multiaddition reaction,
- π-conjugation,
- Chemical stability,
- Clar model
1. [1]
  Chiang L Y, Swirczewski J W, Hsu C S, et al. J. Chem. Soc. Chem. Commun., 1992, 24(24):35~51.
2. [2]
  Chiang L Y, Upasani R B, Swirczewski J W, et al. J. Am. Chem. Soc., 1993, 115(13):5453~5457.
3. [3]
  Wang Z, Wang S, Lu Z, et al. J. Cluster Sci., 2015, 26(2):375~388.
4. [4]
  Wu G, Gao X J, Jang J, et al. J. Mol. Model., 2016, 22(7):161~167.
5. [5]
  Li J, Chen L, Su H, et al. Nanoscale, 2019, 11(31):14528~14539.
6. [6]
  Meng J, Liang X, Chen X, et al. Integr. Biol. (Camb)., 2013, 5(1):43~47.
7. [7]
  Wang J, Hu Z, Xu J, et al. NPG Asia Mater., 2014, 6(2):e84~e84.
8. [8]
  Yan L, Zhao F, Li S, et al. Nanoscale, 2011, 3(2):362~382.
9. [9]
  Liu Y, Chen C, Qian P, et al. Nat. Commun., 2015, 6:5988~6006.
10. [10]
  Grebowski J, Krokosz A, Puchala M. Biochim. Biophys. Acta, 2013, 1828(9):2007~2014.
11. [11]
  Yin J J, Lao F, Fu P P, et al. Biomaterials, 2009, 30(4):611~621.
12. [12]
  Jiao F, Liu Y, Qu Y, et al. Carbon, 2010, 48(8):2231~2243.
13. [13]
  Gao X, Wang L, Ohtsuka Y, et al. J. Am. Chem. Soc., 2009, 131(28):9663~9669.
14. [14]
  Gao X, Zhou Z, Zhao Y, et al. J. Phys. Chem. C, 2008, 112:12677~12682.
15. [15]
  Zheng J J, X Zhao, Zhao Y, et al. Sci. Rep., 2013, 3:1271~1278.
16. [16]
  Clar E, The Aromatic Sextet, Wiley: London. 1972.
17. [17]
  Watson M D, Fechtenkotter A, Mullen K. Chem. Rev., 2001, 101(5):1267~1300.
18. [18]
  Tang Q, Zhou Z, Chen Z. Nanoscale, 2013, 5(11):4541~4583.
19. [19]
  Gao X, Zhang S B, Zhao Y, et al. Angew. Chem. Int. Ed., 2010, 49(38):6764~6767.
20. [20]
  Gao X, Wei Z, Meunier V, et al. Chem. Phys. Lett., 2013, 555:1~6.
21. [21]
  Gao X, Zhao Y, Liu B, et al. Nanoscale, 2012, 4(4):1171~1176.
22. [22]
  Gao X J, Chen B Z, Gao X. Carbon, 2016, 96, 980~986.
23. [23]
  Gao X J, Sun B, Zhao Y, et al. Dalton Transac., 2015, 44(20):9561~9568.
24. [24]
  Liu X, Li L, Liu B, et al. J. Phys. Chem. A, 2012, 116(47):11651~11655.
25. [25]
  Gao X J, Shen X, Chen B Z, et al. J. Phys. Chem. C, 2016, 120(21):11709~11715.
26. [26]
  Wang Z, Lu Z, Zhao Y, et al. Nanoscale, 2015, 7(7):2914~2925.
27. [27]
  Wang Z, Chang X, Lu Z, et al. Chem. Sci., 2014, 5(8):2940~2948.
1. [1]
  Yawen Guo , Dawei Li , Yang Gao , Cuihong Li . Recent Progress on Stability of Organic Solar Cells Based on Non-Fullerene Acceptors. Acta Physico-Chimica Sinica, 2024, 40(6): 2306050-0. doi: 10.3866/PKU.WHXB202306050
2. [2]
  Jiaxi Xu , Yuan Ma . Influence of Hyperconjugation on the Stability and Stable Conformation of Ethane, Hydrazine, and Hydrogen Peroxide. University Chemistry, 2024, 39(11): 374-377. doi: 10.3866/PKU.DXHX202402049
3. [3]
  Jing SU , Bingrong LI , Yiyan BAI , Wenjuan JI , Haiying YANG , Zhefeng Fan . Highly sensitive electrochemical dopamine sensor based on a highly stable In-based metal-organic framework with amino-enriched pores. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1337-1346. doi: 10.11862/CJIC.20230414
4. [4]
  Weina Wang , Lixia Feng , Fengyi Liu , Wenliang Wang . Computational Chemistry Experiments in Facilitating the Study of Organic Reaction Mechanism: A Case Study of Electrophilic Addition of HCl to Asymmetric Alkenes. University Chemistry, 2025, 40(3): 206-214. doi: 10.12461/PKU.DXHX202407022
5. [5]
  Xudong Liu , Huili Fan , Junping Xiao , Min Yang , Yan Li . Teaching Approaches to the A_E + A_N Mechanism of Electrophilic Addition Reactions between Olefins and Inorganic Acids in Organic Chemistry. University Chemistry, 2025, 40(7): 367-372. doi: 10.12461/PKU.DXHX202409041
6. [6]
  Baitong Wei , Jinxin Guo , Xigong Liu , Rongxiu Zhu , Lei Liu . Theoretical Study on the Structure, Stability of Hydrocarbon Free Radicals and Selectivity of Alkane Chlorination Reaction. University Chemistry, 2025, 40(3): 402-407. doi: 10.12461/PKU.DXHX202406003
7. [7]
  Jingyi Xie , Qianxi Lü , Weizhen Qiao , Chenyu Bu , Yusheng Zhang , Xuejun Zhai , Renqing Lü , Yongming Chai , Bin Dong . Enhancing Cobalt―Oxygen Bond to Stabilize Defective Co₂MnO₄ in Acidic Oxygen Evolution. Acta Physico-Chimica Sinica, 2024, 40(3): 2305021-0. doi: 10.3866/PKU.WHXB202305021
8. [8]
  Yue Zhao , Yanfei Li , Tao Xiong . Copper Hydride-Catalyzed Nucleophilic Additions of Unsaturated Hydrocarbons to Aldehydes and Ketones. University Chemistry, 2024, 39(4): 280-285. doi: 10.3866/PKU.DXHX202309001
9. [9]
  Shitao Fu , Jianming Zhang , Cancan Cao , Zhihui Wang , Chaoran Qin , Jian Zhang , Hui Xiong . Study on the Stability of Purple Cabbage Pigment. University Chemistry, 2024, 39(4): 367-372. doi: 10.3866/PKU.DXHX202401059
10. [10]
  Renqing Lü , Shutao Wang , Fang Wang , Guoping Shen . Computational Chemistry Aided Organic Chemistry Teaching: A Case of Comparison of Basicity and Stability of Diazine Isomers. University Chemistry, 2025, 40(3): 76-82. doi: 10.12461/PKU.DXHX202404119
11. [11]
  Wentao Xu , Xuyan Mo , Yang Zhou , Zuxian Weng , Kunling Mo , Yanhua Wu , Xinlin Jiang , Dan Li , Tangqi Lan , Huan Wen , Fuqin Zheng , Youjun Fan , Wei Chen . Bimetal Leaching Induced Reconstruction of Water Oxidation Electrocatalyst for Enhanced Activity and Stability. Acta Physico-Chimica Sinica, 2024, 40(8): 2308003-0. doi: 10.3866/PKU.WHXB202308003
12. [12]
  Fanpeng Meng , Fei Zhao , Jingkai Lin , Jinsheng Zhao , Huayang Zhang , Shaobin Wang . Optimizing interfacial electric fields in carbon nitride nanosheet/spherical conjugated polymer S-scheme heterojunction for hydrogen evolution. Acta Physico-Chimica Sinica, 2025, 41(8): 100095-0. doi: 10.1016/j.actphy.2025.100095
13. [13]
  Xuyang Wang , Jiapei Zhang , Lirui Zhao , Xiaowen Xu , Guizheng Zou , Bin Zhang . Theoretical Study on the Structure and Stability of Copper-Ammonia Coordination Ions. University Chemistry, 2024, 39(3): 384-389. doi: 10.3866/PKU.DXHX202309065
14. [14]
  Daming Zhang , Zhiwei Niu , Qiang Jin , Zongyuan Chen , Zhijun Guo . Eu(III)-硅酸盐胶体的制备与稳定性研究——一个由科研成果转化的放射化学综合实验的设计. University Chemistry, 2025, 40(6): 183-192. doi: 10.12461/PKU.DXHX202408058
15. [15]
  Xiaoning TANG , Junnan LIU , Xingfu YANG , Jie LEI , Qiuyang LUO , Shu XIA , An XUE . Effect of sodium alginate-sodium carboxymethylcellulose gel layer on the stability of Zn anodes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1452-1460. doi: 10.11862/CJIC.20240191
16. [16]
  Yingtong Shi , Guotong Xu , Guizeng Liang , Di Lan , Siyuan Zhang , Yanru Wang , Daohao Li , Guanglei Wu . PEG-VN改性PP隔膜用于高稳定性高效率锂硫电池. Acta Physico-Chimica Sinica, 2025, 41(7): 100082-0. doi: 10.1016/j.actphy.2025.100082
17. [17]
  Xiaojing Tian , Zhichun Huang , Qingsong Zhang , Xu Wang , Ning Yang , Nanping Deng . PNIPAm Thermo-Responsive Nanofibers Mats: Morphological Stability and Response Behavior under Cross-Linking. Acta Physico-Chimica Sinica, 2024, 40(4): 2304037-0. doi: 10.3866/PKU.WHXB202304037
18. [18]
  Aili Feng , Xin Lu , Peng Liu , Dongju Zhang . Computational Chemistry Study of Acid-Catalyzed Esterification Reactions between Carboxylic Acids and Alcohols. University Chemistry, 2025, 40(3): 92-99. doi: 10.12461/PKU.DXHX202405072
19. [19]
  Xuewei BA , Cheng CHENG , Huaikang ZHANG , Deqing ZHANG , Shuhua LI . Preparation and luminescent performance of Sr_1-xZrSi₂O₇∶xDy³⁺ phosphor with high thermal stability. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 357-364. doi: 10.11862/CJIC.20240096
20. [20]
  Zeyi Yan , Ruitao Liu , Xinyu Qi , Yuxiang Zhang , Lulu Sun , Xiangyuan Li , Anchao Feng . Exploration of Suspension Polymerization: Preparation and Fluorescence Stability of Perovskite Polystyrene Microbeads. University Chemistry, 2025, 40(4): 72-79. doi: 10.12461/PKU.DXHX202405110

Get Citation

PDF

XML

Metrics

PDF Downloads(15)
Abstract views(1451)
HTML views(474)

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

π-Electron Configurations of sp2-Carbon Molecules and Structural Models of Fullerenols

Metrics

通讯作者: 陈斌, bchen63@163.com

π-Electron Configurations of sp²-Carbon Molecules and Structural Models of Fullerenols