Stereoselective Synthesis of Nontethered trans-4 Bis(aziridino)[60]fullerene Derivatives

Comprehensive Summary,The stereoselective preparation of fullerene bis-adducts through nontethered methods remains difficult due to the significant amount of regioisomers produced.The trans-4 aziridino[60]fullerenes,C_(60)(NC_(6)H_(4)R)n(n=1 or 2,R=OMe,OEt,OBu),were selectively synthesized even without a catalyst by reacting octabromofullerene with the corresponding aniline.Nuclear magnetic resonance spectroscopy,UV-vis spectroscopy,and X-ray structural analysis provided convincing characterization of the compounds.A possible reaction process was proposed to clarify the synthesis of highly regioselective trans-4-bisaziridino[60]fullerenes.The possible application of these aziridino[60]fullerene derivatives as propellant stabilizers was also explored.