Stereoselective Synthesis of Nontethered trans-4 Bis(aziridino)[60]fullerene Derivatives†
Jie Xiong
State Key Laboratory of Environment-friendly Energy Materials, Southwest University of Science and Technology, Mianyang, Sichuan, 621010 China
These authors contributed equally to this work and should be considered co-first authors.
Search for more papers by this authorShuang Feng
State Key Laboratory of Environment-friendly Energy Materials, Southwest University of Science and Technology, Mianyang, Sichuan, 621010 China
These authors contributed equally to this work and should be considered co-first authors.
Search for more papers by this authorRufang Peng
State Key Laboratory of Environment-friendly Energy Materials, Southwest University of Science and Technology, Mianyang, Sichuan, 621010 China
Search for more papers by this authorCorresponding Author
Bo Jin
State Key Laboratory of Environment-friendly Energy Materials, Southwest University of Science and Technology, Mianyang, Sichuan, 621010 China
E-mail: [email protected]Search for more papers by this authorJie Xiong
State Key Laboratory of Environment-friendly Energy Materials, Southwest University of Science and Technology, Mianyang, Sichuan, 621010 China
These authors contributed equally to this work and should be considered co-first authors.
Search for more papers by this authorShuang Feng
State Key Laboratory of Environment-friendly Energy Materials, Southwest University of Science and Technology, Mianyang, Sichuan, 621010 China
These authors contributed equally to this work and should be considered co-first authors.
Search for more papers by this authorRufang Peng
State Key Laboratory of Environment-friendly Energy Materials, Southwest University of Science and Technology, Mianyang, Sichuan, 621010 China
Search for more papers by this authorCorresponding Author
Bo Jin
State Key Laboratory of Environment-friendly Energy Materials, Southwest University of Science and Technology, Mianyang, Sichuan, 621010 China
E-mail: [email protected]Search for more papers by this authorDedicated to the Special Issue of Recent Advances in Fullerene Chemistry.
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, C60(NC6H4R)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.
Supporting Information
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