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 | Zendy

GómezLor Berta | Zendy; GonzálezCantalapiedra Esther | Zendy; Ruiz Marta | Zendy; de Frutos Óscar | Zendy; Cárdenas Diego J. | Zendy; Santos Amelia | Zendy; Echavarren Antonio M. | Zendy

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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.

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