Unusual regioselectivity of C1[sbnd]C70(CF3)10 in the Diels-Alder reaction

The Diels-Alder reaction of C1[sbnd]C70(CF3)10 and butadiene sulfone yielded 82 mol% from starting material of single C70(CF3)10C4H6 regioisomer. The optimization of the synthesis conditions C70(CF3)10C4H6: varied concentration and ratio of reagents, synthesis time. The new compound was characterized by using 1H, 1D and 2D 19F NMR; IR and UV–vis spectroscopy; electro-spray ionization mass spectrometry and DFT calculations. © 2016 Elsevier B.V.

Authors
Nekrasov V.M.1, 2 , Dutlov A.E.1, 2 , Trubitsyn M.G.1 , Kotov A.I.1 , Martynenko V.M.1 , Barzilovich P.Y.1 , Korchagin D.V. 1, 3 , Bubnov V.P.1 , Kareev I.E.1
Publisher
Elsevier B.V.
Language
English
Pages
81-87
Status
Published
Volume
196
Year
2017
Organizations
  • 1 Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, 142432, Russian Federation
  • 2 Department of Fundamental Physics and Chemical Engineering, M. V. Lomonosov Moscow State University, Moscow, 119991, Russian Federation
  • 3 RUDN University, 6 Miklukho-Maklaya st, Moscow, 117198, Russian Federation
Keywords
Butadiene sulfone; C70; Fullerene; Trifluoromethyl iodide; Trifluoromethylation
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