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Ring Expansion of the Fullerene Core by Highly Regioselective Formation of Diazafulleroids
Author(s) -
Grösser Thomas,
Prato Maurizio,
Lucchini Vittorio,
Hirsch Andreas,
Wudl Fred
Publication year - 1995
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199513431
Subject(s) - fullerene , regioselectivity , ring (chemistry) , cleavage (geology) , chemistry , core (optical fiber) , stereochemistry , crystallography , materials science , organic chemistry , catalysis , fracture (geology) , composite material
Fullerenes with enlarged openings such as diazafulleroid 1 are obtained by twofold addition of azides to C 60 . Even after cleavage of the two 5–6 bonds and introduction of the imino bridges, the π‐electron system of C 60 remains intact. Compound 1 contains three seven‐membered rings and one eleven‐membered ring, and may hold the key to the synthesis of endohedral fullerenes under mild conditions.