Redox and magnetic switching in 1,3,5-acceptor-substituted benzenes: reversible formation of radical anions, dianions and trianions in doublet, triplet, and quartet spin states

Beer, Ernst and Daub, Jörg and Palivan, Cornelia and Gescheidt, Georg (2002) Redox and magnetic switching in 1,3,5-acceptor-substituted benzenes: reversible formation of radical anions, dianions and trianions in doublet, triplet, and quartet spin states. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 (9). pp. 1605-1610. ISSN 1472-779X

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Abstract

1,3,5-Tris(dicyanovinyl)-substituted benzene 1 can accept one, two, and three electrons stepwise, as shown by (spectro) electrochemical methods. When the corresponding redox stages are attained by K-metal reduction in THF and 2-methyltetrahydrofuran, paramagnetic resonance and optical techniques can identify equilibria between adjacent redox states and different (para) magnetic stages. It can be shown that the dianion can adopt a triplet state whereas the trianion is present in a doublet and quartet spin multiplicity. Similar findings are established for the methoxy-substituted derivative 2. The formation of the different paramagnetic stages is closely connected to the association of the anions with alkali-metal countercations.

Item Type: Article
Uncontrolled Keywords: EXCITED MOLECULAR-FIELD; QUINTET S=2 STATES; SYSTEMS; IONS; CHEMISTRY; UNITS; S=3/2; ESR;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors > Prof. Dr. Jörg Daub
Depositing User: Dr. Gernot Deinzer
Date Deposited: 16 Nov 2021 15:04
Last Modified: 16 Nov 2021 15:04
URI: https://pred.uni-regensburg.de/id/eprint/40778

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