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Homo‐elimination of HF—An Efficient Approach for Intramolecular Aryl–Aryl Coupling
Author(s) -
Amsharov Konstantin Yu.,
Kabdulov Mikhail A.,
Jansen Martin
Publication year - 2010
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.201000374
Subject(s) - intramolecular force , aryl , fullerene , phenanthrene , flash (photography) , combinatorial chemistry , chemistry , coupling (piping) , process (computing) , computer science , computational chemistry , organic chemistry , materials science , physics , alkyl , metallurgy , optics , operating system
A process of elimination : The through‐space fluorine activation in the benzo[ c ]phenanthrene cyclisation process has been examined experimentally and confirmed theoretically (see figure). Thermally provoked HF homo‐elimination was found to be an efficient approach for selective intramolecular aryl–aryl coupling. The data obtained provide new prospects for the synthesis of non‐planar aromatic hydrocarbons and fullerenes employing the flash vacuum pyrolysis technique.