title: A Protocol for the Preparation of 2,5-Diaryl Fulleropyrrolidines: Thermal Reaction of [60]Fullerene with Aromatic Aldehydes and Arylmethanamines.
abstract: Thermal reaction of [60]fullerene with various arylmethanamines in the presence of aromatic aldehydes under air conditions afforded a series of rare 2,5-diaryl fulleropyrrolidines. Intriguingly, the obtained fulleropyrrolidines exhibited different stereoselectivity. N-unsubstituted arylmethanamines exclusively produced 2,5-diaryl fulleropyrrolidines as cis isomers, while N-substituted arylmethanamines with rare exceptions always gave 2,5-diaryl fulleropyrrolidines as trans isomers. Theoretical calculations at the level of B3LYP/6-31G (d,p) were employed to elucidate the stereoselectivity of N-substituted 2,5-diaryl fulleropyrrolidines as trans isomers by investigating the transition-state structures of different cycloaddition pathways.
authors.affiliation: Hubei Collaborative Innovation Center for Advanced Organic Chemical Materials, Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, and School of Chemistry and Chemical Engineering, Hubei University , Wuhan 430062, P. R. China.
authors.forename: Ji-Long
authors.initials: JL
authors.lastname: Shi
authors.affiliation: Hubei Collaborative Innovation Center for Advanced Organic Chemical Materials, Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, and School of Chemistry and Chemical Engineering, Hubei University , Wuhan 430062, P. R. China.
authors.forename: Xiao-Feng
authors.initials: XF
authors.lastname: Zhang
authors.affiliation: State Key Laboratory of Magnetic Resonance and Atomic and Molecular Physics, Wuhan Center for Magnetic Resonance, Wuhan Institute of Physics and Mathematics, Chinese Academy of Sciences , Wuhan 430071, P. R. China.
authors.forename: Hui-Juan
authors.initials: HJ
authors.lastname: Wang
authors.affiliation: Hubei Collaborative Innovation Center for Advanced Organic Chemical Materials, Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, and School of Chemistry and Chemical Engineering, Hubei University , Wuhan 430062, P. R. China.
authors.forename: Fa-Bao
authors.initials: FB
authors.lastname: Li
authors.affiliation: Hubei Collaborative Innovation Center for Advanced Organic Chemical Materials, Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, and School of Chemistry and Chemical Engineering, Hubei University , Wuhan 430062, P. R. China.
authors.forename: Xin-Xin
authors.initials: XX
authors.lastname: Zhong
authors.affiliation: Hubei Collaborative Innovation Center for Advanced Organic Chemical Materials, Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, and School of Chemistry and Chemical Engineering, Hubei University , Wuhan 430062, P. R. China.
authors.forename: Chun-Xiang
authors.initials: CX
authors.lastname: Liu
authors.affiliation: Hubei Collaborative Innovation Center for Advanced Organic Chemical Materials, Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, and School of Chemistry and Chemical Engineering, Hubei University , Wuhan 430062, P. R. China.
authors.forename: Li
authors.initials: L
authors.lastname: Liu
authors.affiliation: State Key Laboratory of Magnetic Resonance and Atomic and Molecular Physics, Wuhan Center for Magnetic Resonance, Wuhan Institute of Physics and Mathematics, Chinese Academy of Sciences , Wuhan 430071, P. R. China.
authors.forename: Chao-Yang
authors.initials: CY
authors.lastname: Liu
authors.affiliation: Fujian Provincial Key Lab of Theoretical and Computational Chemistry, College of Chemistry and Chemical Engineering, Xiamen University , Xiamen 361005, P. R. China.
authors.forename: Hai-Mei
authors.initials: HM
authors.lastname: Qin
authors.affiliation: Department of Chemistry, University of Cincinnati , Cincinnati, Ohio 45221-0172, United States.
authors.forename: Yong-Shun
authors.initials: YS
authors.lastname: Huang