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A New Organic Two‐Electron Oxidant: 9,10‐Diaryl‐9,10‐dihydroanthracene‐9,10‐bis(ylium)
Author(s) -
Ichikawa Junji,
Tanabe Hiroyuki,
Yoshida Suguru,
Kawai Takaharu,
Shinjo Masahiko,
Fujita Takeshi
Publication year - 2013
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201300710
Subject(s) - dication , chemistry , electron , combinatorial chemistry , oxidative phosphorylation , anthraquinone , medicinal chemistry , photochemistry , computer science , molecule , organic chemistry , physics , quantum mechanics , biochemistry
Strong as an Ox : A dicationic compound with a 9,10‐dihydroanthracene skeleton has been produced from the corresponding 9,10‐dialkoxy‐9,10‐dihydroanthracene, which was readily prepared from anthraquinone. The dication functions as a powerful two‐electron oxidant, comparable to aminium cation radicals, and has been employed in oxidative processes such as the self‐coupling of anilines and naphthols, and oxidative deprotection of p ‐methoxybenzyl (PMB) ethers.