Multistep Reversible Redox Systems, XLVII1)N,N′-Dicyanoquinonediimines - A New Class of Compounds, II: Comparison of Redox Properties with those of Quinones and Tetracyanoquinodimethanes
✍ Scribed by Aumüller, Alexander ;Hünig, Siegfried
- Publisher
- John Wiley and Sons
- Year
- 1986
- Tongue
- English
- Weight
- 507 KB
- Volume
- 1986
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
By determining the E2 (and in part E,) redox potentials of the quinoid compounds 1-9, the close chemical similarity of the groups C = X [X = 0, N-CN, C(CN)*] has been quantitatively confirmed. Especially the dicyanodiimines 2 and 5 are very similar to TCNQ derivatives 3. Substituent effects on the potentials E2 are linear with (om + oJ2 Hamrnett constants. Most deviations from the expected thermodynamic stability of the radical anions (KSEM) are due to lack of planarity especially with systems containing the Y-shaped rigid = C(CN)2 group. Mehrstufige reversible Redoxsysteme, XLII'). -N,N-Dicyanchinondiimine -Eine neue Verbindungsklasse, II: Redoxverhalten im Vergleich zu Chinonen und Tetracyanchinodimethanen Durch die Bestimmung der Redoxpotentiale E2 und (teilweise) El der chinoiden Systeme 1-9 lie13 sich die enge chemische Verwandtschaft der Gruppen C = X [X = 0, N-CN, C(CN),] quantitativ bestatigen. Besonders die Dicyandiimine 2 und 5 sind den TCNQ-Derivaten 3 sehr ahnlich. Substituenteneffekte auf die Potentiale E2 folgen linear den