Toward an understanding of the mechanism of the Arbuzov-type reaction of C60Cl6 with phosphites
| Autor: | Artyom V. Novikov, Olga R. Yamilova, Ivan A. Godovikov, Ekaterina A. Khakina, Alexander S. Peregudov, Pavel A. Troshin |
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| Rok vydání: | 2016 |
| Předmět: |
Fullerene
010405 organic chemistry Chemistry Radical Organic Chemistry 010402 general chemistry Photochemistry Mass spectrometry 01 natural sciences Biochemistry Medicinal chemistry High-performance liquid chromatography 0104 chemical sciences Single electron Reaction rate constant Drug Discovery Spectroscopy |
| Zdroj: | Tetrahedron Letters. 57:5570-5574 |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2016.08.080 |
| Popis: | UV–VIS spectroscopy, ESR spectroscopy, HPLC, and mass spectrometry were applied to an investigation of the Arbuzov-type reaction of the chlorofullerene C 60 Cl 6 with trialkyl phosphites (P(OR) 3 ). It was shown that this reaction proceeds via a complicated radical pathway involving single electron transfer from phosphite to the fullerene cage. The reaction rate constant of 2.9 × 10 −2 s −1 was estimated from the dynamic UV–VIS measurements. A family of new compounds, C 60 [P(O)(OMe) 2 ] 5 H, C 60 [P(O)(OR) 2 ] 4 ArH (R = Me, Et; Ar = C 6 H 3 Cl 2 , C 6 H 4 CH 3 ), C 60 [P(O)(OEt) 2 ]H, C 60 [P(O)(OBu) 2 ] 3 H, were isolated and characterized. |
| Databáze: | OpenAIRE |
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