A Protocol for the Preparation of 2,5-Diaryl Fulleropyrrolidines: Thermal Reaction of [60]Fullerene with Aromatic Aldehydes and Arylmethanamines
作者： Ji-Long Shi , Xiao-Feng Zhang , Hui-Juan Wang , Fa-Bao Li , Xin-Xin Zhong
关键词: Organic chemistry 、 Chemistry 、 Thermal reaction 、 Stereoselectivity 、 Cis–trans isomerism 、 Cycloaddition 、 Fullerene
摘要: Thermal reaction of [60]fullerene with various arylmethanamines in the presence aromatic aldehydes under air conditions afforded a series rare 2,5-diaryl fulleropyrrolidines. Intriguingly, obtained fulleropyrrolidines exhibited different stereoselectivity. N-unsubstituted exclusively produced as cis isomers, while N-substituted exceptions always gave trans isomers. Theoretical calculations at level B3LYP/6-31G (d,p) were employed to elucidate stereoselectivity isomers by investigating transition-state structures cycloaddition pathways.
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