98507-05-2

Upstream product

• 97954-62-6 N,N’-(1,4-phenylene)dicyanamide 
• 1000-70-0 bis(trimethylsilyl)carbodi-imide 
• 106-51-4 p-benzoquinone 
• 1519-70-6 N,N'-bis(thiocarbamoyl)-1,4-phenylenediamine 
• 106-50-3 1,4-phenylenediamine 

Downstream Products

• 98515-29-8 2-(1,3-Dithiol-2-yliden)-1,3-dithiol, CT-Komplex mit N,N'-Dicyan-1,4-benzochinondiimin (1:1) 
• 128503-99-1 C₁₀H₈N₄*C₈H₄N₄ 

Relevant academic research and scientific papers

Synthesis, Electrochemistry, and Crystal Structure of N,N'-Dicyanoquinonediimine (DCNQI) Derivatives Containing Fused Benzene Rings

A series of novel fused aromatic N,N'-dicyanoquinonediimines (DCNQI) derivatives (3, 5, 7, and 9) and N-cyanoquinonemonoimines (4, 6, 8, and 10) has been synthesized by reaction of the corresponding quinones with bis(trimethylsilyl)carbodiimide (BTC).The acceptor ability is discussed in terms of both steric and electronic effects.Cyclic voltammetric data reveal two one-electron reduction waves of the corresponding radical-anion and dianion of each compound.The first reduction potentials are more negative than those of the more simple DCNQI (2a) and TMDCNQI (2b) acceptors.In contrast, the novel hybrid acceptor molecule 13 shows a single two-electron wave which corresponds to the dianion.The X-ray analysis of acceptor 13 allows one to compare, for the first time, the structural effect of the dicyanomethylene and N-cyanimine groups on the same molecule.

Multistep Reversible Redox Systems, XLVI. - N,N'-Dicyanoquinonediimines - A New Class of Compounds, I: Synthesis and General Properties

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.

Organic Metals : N,N'-Dicyano-1,4-benzoquinonediimines as Acceptors in Charge-Transfer Complexes

The synthesis of the title compounds is reported, together with the crystal structure of the parent system (1a) : charge transfer complexes obtained therefrom show conductivities in the range of semiconductors.