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Synthesis of C 3 Benzo[1,2‐ e :3,4‐ e ′:5,6‐ e ′′]tribenzo[ l ]acephenanthrylenes (“Crushed Fullerene” Derivatives) by Intramolecular Palladium‐Catalyzed Arylation
Author(s) -
GómezLor Berta,
GonzálezCantalapiedra Esther,
Ruiz Marta,
de Frutos Óscar,
Cárdenas Diego J.,
Santos Amelia,
Echavarren Antonio M.
Publication year - 2004
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200306023
Subject(s) - fullerene , intramolecular force , yield (engineering) , alkylation , chemistry , palladium , catalysis , medicinal chemistry , stereochemistry , organic chemistry , materials science , metallurgy
The C 60 polyarenes 4 , 5 , 18 a , and 18 b have been synthesized from truxene by triple alkylation at C5, C10, and C15 followed by a palladium‐catalyzed intramolecular arylation. The synthesis of “crushed fullerene” C 60 H 30 ( 2 ) is the most efficient reported to date and proceeds in 33 % overall yield.