Premium
Synthesis of Open‐Cage [60]Fullerenes with Five Carbonyl Groups on the Rim of the 15‐Membered Orifice
Author(s) -
Xu Dan,
Yang Dazhi,
Su Jie,
Gan Liangbing
Publication year - 2019
Publication title -
chempluschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.801
H-Index - 61
ISSN - 2192-6506
DOI - 10.1002/cplu.201900017
Subject(s) - amide , chemistry , moiety , cage , ketone , carbonyl group , fullerene , body orifice , aromatization , medicinal chemistry , stereochemistry , organic chemistry , catalysis , ecology , mathematics , combinatorics , biology
A new type of open‐cage [60]fullerene was prepared starting from our previously reported open‐cage [60]fullerenes containing hydroxy and tert ‐butylperoxo groups, and an iminofuranone moiety on the rim of the orifice. The key reactions are alcoholysis with MeOH/PCl 5 and reductive aromatization with SnCl 2 or HI (aq). The resulting open‐cage compound contains two ketone carbonyls, two amide carbonyls, and one ester carbonyl group. The X‐ray crystal structure of the precursor compound shows that the 18‐membered orifice is almost completely blocked because of the presence of the amide group directly above the orifice.