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Evaluation of an Intramolecular Approach for the Synthesis of the Elusive C 58 N 2 Heterofullerene Family (Eur. J. Org. Chem. 24/2008)
Author(s) -
von Delius Max,
Hauke Frank,
Hirsch Andreas
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200890063
Subject(s) - chemistry , intramolecular force , fullerene , molecule , nitrogen atom , cover (algebra) , nitrogen , carbon fibers , atom (system on chip) , stereochemistry , nanotechnology , crystallography , ring (chemistry) , organic chemistry , mechanical engineering , materials science , composite number , engineering , composite material , computer science , embedded system
The cover picture shows the synthetic pathway for the substitution of two carbon atoms of the fullerene C 60 framework with two nitrogen atoms, bringing the new heterofullerene football C 58 N 2 into play. The easily accessible (C 59 N) 2 is used as a starting material for a tether‐based functionalization sequence leading to a direct C 58 N 2 precursor. The chemical transformation of this precursor molecule under the same conditions used for the introduction of one nitrogen atom leads to a reaction product that, according to FAB mass spectroscopic analysis, contains up to 20 % of a C 58 N 2 species. This represents the first strategic chemical synthesis of the C 58 N 2 cage. Details are discussed in the article by A. Hirsch et al. on p. 4109 ff. The authors acknowledge the support of this work by Dipl. Chem. Benjamin Gebhardt, who designed the cover page.