Preparation and properties of 4-amino-TEMPO-substituted benzoquinone derivatives and related charge-transfer complexes

1996; Royal Society of Chemistry; Issue: 11 Linguagem: Inglês

10.1039/p29960002555

ISSN

2050-8239

Autores

Shin’ichi Nakatsuji, Nobutaka Akashi, K. Suzuki, Toshiaki Enoki, Hiroyuki Anzai,

Tópico(s)

Electron Spin Resonance Studies

Resumo

The reaction of DDQ (2,3-dichloro-5,6-dicyano-1,4-benzoquinone) with 4-amino-TEMPO (4-amino-2,2,6,6-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-aminoTEMPO)-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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