Research output: Contribution to journal › Article › peer-review
A reaction of aziridines with fullerene C60 is shown to provide a stereospecific route to fulleropyrrolidines for a diverse range of substituents. The important limitation of the approach is shown to be the synthesis of N-unsubstituted fulleropyrrolidines, where the imine route described elsewhere suits better. For 2-arylsubstituted fulleropyrrolidines the activation free Gibbs energy, enthalpy and entropy of a hindered aryl group rotation are determined based on the line-shape analysis of temperature dependent NMR spectra. ortho-Fluorophenyl substituted pyrrolofullerenes are shown to have the activation barrier of ca. 16 kcal/mol, which poses these compounds as possible hindered rotors in molecular machines application.
Original language | English |
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Article number | 132734 |
Journal | Tetrahedron |
Volume | 111 |
DOIs | |
State | Published - 9 Apr 2022 |
ID: 94086240