Unusual multistep reaction of C70Cl10 with thiols producing C70[SR]5H

Ekaterina A. Khakina, Alexander S. Peregudov, Anastasiya A. Yurkova, Natalya P. Piven, Alexander F. Shestakov, Pavel A. Troshin

Результат исследований: Вклад в журналСтатьярецензирование

11 Цитирования (Scopus)

Аннотация

We report a reaction of the chlorofullerene C70Cl10 with thiols producing C70[SR]5H with all organic addends attached around one central pentagon at the pole of the C70 cage. This reaction was shown to proceed via a complicated radical pathway, presumably involving addition, substitution, rearrangement, and/or elimination steps. The obtained C70[SR]5H products were shown to be very unstable and undergo quantitative decomposition to pristine C70, RSSR, and RSH at elevated temperatures (e.g., 50 °C). Quantum chemical calculations and NMR spectroscopy data showed that cleavage of organic addends from the fullerene cage could be induced by solvation effects in solution.

Язык оригиналаАнглийский
Страницы (с-по)1215-1219
Число страниц5
ЖурналTetrahedron Letters
Том57
Номер выпуска11
DOI
СостояниеОпубликовано - 16 мар. 2016
Опубликовано для внешнего пользованияДа

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