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January 1, 2001Journal of the Chemical Society Perkin Transactions 2

Formation and characterisation of alkoxy derivatives of [60]fullerene

Anthony G. Avent Paul R. Birkett Adam D. Darwish Samantha Houlton Roger Taylor Katy S. T. Thomson Xianwen Wei

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Abstract

Heating C60Cl6 with either methanol or propan-2-ol under reflux during 140 h yields 1,4-(MeO)2C60 and 1,4-(iPrO)2C60, respectively, the latter reaction being faster due to the greater nucleophilicity of propan-2-ol. The reaction between C60Cl6 and ROH–NaOR yields C60(OR)5Cl (R = Me, Et) both of which are isostructural with C60Ar5Cl. A by-product of the reaction with ethanol–sodium ethoxide is 1,4-(EtO)2C60 showing that chlorine elimination accompanies substitution; this parallels the formation of 1,4-Ph2C60 from the reaction between C60Cl6 and benzene–FeCl3.

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Avent et al. (2001) studied this question.

synapsesocial.com/papers/6aa2631fd3d42046dea58152 https://doi.org/10.1039/b009673n

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