title: Selective Multiamination of C70 Leading to Curved π Systems with 60, 58, 56, and 50 π Electrons.
abstract: Secondary aliphatic amines add to a pole pentagon of [70]fullerene in the presence of N-fluorobenzenesulfonimide to form cyclopentadienyl-type adducts, C70(NSO2 Ph)(NR(1)R(2))4 (1), which can be converted into analogous C70 derivatives such as C70 (NHSO2 Ph)(NHTol)5 (2). Further addition reactions of either 1 or 2 take place selectively at the opposite pole pentagon of the C70 cage, thus forming curved π systems with a reduced number of π electrons, and the products include a dodecakis-adduct with a Vögtle belt motif.
authors.affiliation: Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, China.
authors.forename: Yanbang
authors.initials: Y
authors.lastname: Li
authors.affiliation: Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, China.
authors.forename: Dan
authors.initials: D
authors.lastname: Xu
authors.affiliation: Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, China. gan@pku.edu.cn.|State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Shanghai, 200032, China. gan@pku.edu.cn.
authors.forename: Liangbing
authors.initials: L
authors.lastname: Gan
keywords: X-ray diffraction; amination; conjugation; fullerenes; nucleophilic addition