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Selective Multiamination of C 70 Leading to Curved π Systems with 60, 58, 56, and 50 π Electrons
Author(s) -
Li Yanbang,
Xu Dan,
Gan Liangbing
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201510872
Subject(s) - pentagon , adduct , fullerene , chemistry , electron , cyclopentadienyl complex , crystallography , stereochemistry , organic chemistry , physics , geometry , catalysis , mathematics , quantum mechanics
Secondary aliphatic amines add to a pole pentagon of [70]fullerene in the presence of N ‐fluorobenzenesulfonimide to form cyclopentadienyl‐type adducts, C 70 (NSO 2 Ph)(NR 1 R 2 ) 4 ( 1 ), which can be converted into analogous C 70 derivatives such as C 70 (NHSO 2 Ph)(NHTol) 5 ( 2 ). Further addition reactions of either 1 or 2 take place selectively at the opposite pole pentagon of the C 70 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.