Journal of the Chemical Society. Perkin Transactions 2 (2001) p. 2555 - 2559 (1996)
Update date:2022-08-03
Topics:
Nakatsuji, Shin'ichi
Akashi, Nobutaka
Suzuki, Kazuya
Enoki, Toshiaki
Anzai, Hiroyuki
The reaction of DDQ (2,3-dichloro-5,6-dicyano-l,4-benzoquinone) with 4-amino-TEMPO (4-amino2,2,6,6-tetramethylpiperidin-1-yloxyl) led to the 5-(4-amino-TEMPO)-substituted benzoquinone derivative 2 as the main product with the replacement of one cyano group, whereas bis(4-amino-TEMPO)-substituted benzoquinone derivatives 4 or 5 were obtained as the main products in the reaction of chloranil ? or bromanil ? with 4-amino-TEMPO under the same reaction conditions. The benzoquinone acceptor 2 formed charge-transfer complexes with the donors such as TTF (tetrathiafulvalene) or the 4-hydroxy-TEMPO-substituted TTF derivative, showing weak anti-ferromagnetic interactions in the complexes.
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