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Original Articles

Trifluoromethylation of C60 and C70 with Mercury(II) Trifluoroacetate

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Pages 85-98 | Published online: 02 Mar 2009

REFERENCES

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  • When the reaction of C60 with acetone in the IC resulting in the migration of methyl groups from the latter to the former was studied, several experiments were made by a procedure with the potential of the repelling electrode relative to the IC set to zero. They showed that the positive ions were not involved in the process (25). This suggests that active radicals (in this case methyl ones) were formed due to homolytic dissociation of acetone molecules being in a superexcited state generated by EI. .
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  • Unfortunately, owing to technical problems, we are unable properly to analyze the products from the thermal reactions in ampoules for the presence of ones containing hydrogen atoms. However, if such compounds had been found, then, as we showed, they could have been formed, at least partially, in the IC
  • We failed to obtain a 19F NMR spectrum (in C6D6) of this fine coating owing to having insufficient material. However, when we attempted to perform the trifluoromethylation of C60 with Hg(OCOCF3)2 by heating the reaction mixture in vacuo, a pronouncedly thicker white film was formed on the wall in the cold part of the ampoule, with the temperature achieving 200°C only. The experiment was stopped and the 19F NMR spectrum of the film was recorded that matched above one of Hg(CF3COO)2. Moreover, in the other run under argon when the temperature raise period was significantly longer the white film turned out to be greater, enough for recording the 19F NMR spectrum (δ TFA (external) ppm, C6D6: 5.2 (s)). It again coincided with that of Hg(CF3COO)2 The possible sublimation of mercury(II) trifluoroacetate was the main reason why we decided on the ‘argon’ method with rather short temperature raise time instead of ‘vacuum’ one

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