Electron paramagnetic resonance spectra of semiquinones. VI. Spin and electron density distributions in bicyclo[2.2.1]heptyl and bicyclo[2.2.2]octyl derivatives of semiquinone

1969 ◽  
Vol 91 (8) ◽  
pp. 2011-2021 ◽  
Author(s):  
Daniel Kosman ◽  
Leon M. Stock
Keyword(s):  
Electron Paramagnetic Resonance ◽  
Electron Density ◽  
Paramagnetic Resonance ◽  
Density Distributions ◽  
Electron Paramagnetic ◽  
Derivatives Of

SUBSTITUTED QUINODIMETHANS: VIII. SALTS DERIVED FROM THE 7,7,8,8-TETRACYANOQUINODIMETHAN ANION–RADICAL AND BENZOLOGUES OF QUATERNARY PYRAZINIUM CATIONS

1965 ◽  
Vol 43 (5) ◽  
pp. 1448-1453 ◽  
Author(s):  
L. Russell Melby
Keyword(s):  
Electron Paramagnetic Resonance ◽  
Electrical Resistivity ◽  
Electrical Properties ◽  
Organic Compound ◽  
Anion Radical ◽  
Cation Radical ◽  
Paramagnetic Resonance ◽  
Electrically Conductive ◽  
Electron Paramagnetic ◽  
Derivatives Of

Our continued study of derivatives of the 7,7,8,8-tetracyanoquinodimethan anion–radical (TCNQ−•) has shown that the simple N-methylphenazinium salt (IIa) exhibits a volume electrical resistivity of 7 × 10−3 Ω cm and thus is the most highly electrically conductive organic compound known. In contrast, the N-ethyl analogue has a resistivity of 109 Ω cm. Electrical properties of pyrazinium, quinoxalinium, and phenazinium analogues, including phenazine-derived cation–radical salts of TCNQ−•, are discussed. Qualitative observations are made concerning the electron paramagnetic resonance of the N,N′-dimethyldihydrophenazinylium cation–radical.

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