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Citation: YANG Weiwei, GAO Xiang. Substituent Effect on NMR and Reduction Potentials of 1，2-H(XPhCH₂) C₆₀ Derivatives[J]. Chinese Journal of Applied Chemistry, ;2011, 28(9): 1041-1045. doi: 10.3724/SP.J.1095.2011.00625 shu

Substituent Effect on NMR and Reduction Potentials of 1，2-H(XPhCH₂) C₆₀ Derivatives

YANG Weiwei ,
GAO Xiang ^,

1.
State Key Laboratory of Electroanalytical Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022

Corresponding author: GAO Xiang,
Received Date: 19 October 2010
Available Online: 8 January 2011
Fund Project: 国家自然科学基金(20972150)资助项目 (20972150)

In order to obtain a better understanding of the substituent effect on C₆₀ derivatives, the ¹H NMR, 13 C NMR and cyclic voltammetry of a series of 1,2-H(XPhCH₂) C₆₀(X=H, o-CH₃, m-CH₃, p-CH₃, o-Br, m-Br, p-Br) derivatives have been examined. The results show that for NMR, the resonances of methylene protons and the methylene carbon atoms of the benzyls are affected significantly by the o-substituent, while the resonances of the fullerenyl protons and the C₆₀ sp³ carbon atoms bonded to the addends are less affected by the o-, m- and p-substituent. As for the cyclic voltammetry, the redox properties of these derivatives are also less affected by the o-, m- and p-position difference of the substituent. However, the redox potentials of the derivatives containing CH₃ PhCH₂-are shifted negatively, and the redox potentials of the derivatives containing BrPhCH₂—— are shift positively with respect to those of 1,2-H(PhCH₂) C₆₀. The results indicate that the inductive effect is probably the dominant factor in affecting the properties of C₆₀ derivatives, which may be explored in modulating the electronic structure of C₆₀ derivatives.
- fullerene derivatives,
- substituent effect,
- NMR,
- cyclic voltammetry
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Substituent Effect on NMR and Reduction Potentials of 1，2-H(XPhCH₂) C₆₀ Derivatives