98507-22-3Relevant articles and documents
Multistep Reversible Redox Systems, XLVI. - N,N'-Dicyanoquinonediimines - A New Class of Compounds, I: Synthesis and General Properties
Aumueller, Alexander,Huenig, Siegfried
, p. 142 - 164 (2007/10/02)
A new class of quinone derivatives, the dicyanodiimines 2, 21, and 23, has been synthesized by the reaction of the corresponding quinones with bis(trimethylsilyl)carbodiimide (8) and titanium tetrachloride.A wide variety of substrates, even those which contain bulky groups and those which exhibit a strong influence on the redox potential, has been prepared.A route starting from p-phenylenediamines 4 via N,N'-dicyanodiamines 6 has been found to be much more limited.The spectroscopic properties of compounds 2, 21, and 23 are discussed with respect to their syn/anti isomerizations as well as substituent effects on their planarity.