Tetracyano-quinodimethane

Tables 1.1 and 1.2 show the most relevant organic and hybrid organic-inorganic molecules used throughout the body of the book in alphabetical order. The schemes of the molecules go hand in hand with their most commonly accepted acronyms as well as reduced chemical names. Instead of using the well-established International Union of Pure and Applied Chemistry (lUPAC) convention for unequivocally identifying the molecules, we follow a reduced formulation, thinking more of the non-chemist communities. For instance, 7,7,8,8-tetracyano-/ -quinodimethane will be simplified to tetracyano-quinodimethane and 2,3,6,7-tetramethyl-l,4,5,8-tetraselenafulvalene to tetramethyl-tetraselenaful-valene. In general the reduction will consist in removing the numeric locators. This modification should not affect the comprehension of the issues described in the hook. In case of douht it is recommended to consult the schemes in the mentioned tables. The molecules will be classified in the next sections...

Phenoxatellurin formed similar 1 1 adducts with tetracyanoethylene , 7,7,8,8-tetracyano-quinodimethane and tetrachloro-l,4-benzoquinone . 

Tetracyano-/ -quinodimethanes from / -bis(cyanomethyl)arenes H - CN One-pot cyanation-dehydrogenation... 

CsoH ,6Ni8r [N,N,N,N , N, N -Hexamethylhexamethylenediammonium] tetra-kis[tetracyanoquinodimethane), 45B, 683 Cs1H32N18 f 1,3-Di(N-pyridinium)propane tetrakis(7,7,8,8-tetracyano-quinodimethane), 43B, 796... 

Dimethyl a,a,a, a -tetracyano-2,5-diisopropyl-l,4-phenylenediacetate added at 70° to aq. 5%-KOH, stirred 1 min. until a soln. results, carefully acidified with 6 N HCl, and the solid treated with a slight excess of bromine water 2,5-diiso-propyl-7,7,8,8-tetracyanoquinodimethane. Y 86%. F. e. s. R. C. Wheland and E. L. Martin, J. Org. Chem. 40, 3101 (1975) electrically conductive charge transfer complexes with quinodimethanes and heteroethylenes such as heterofulvalenes s. Am. Soc. 98, 3916 (1976) comparison of 1,1-dinitrile with oxygen groups, review, s. K. Wallenfels et al., Ang. Ch. 88, 311 (1976) reactions of 7,7,8,8-tetracyano-quinodimethane, review, s. B. P. Bespalov and V. V. Titov, Russ. Chem. Rev. 44, 1091 (1975) (Engl, transl.). 

A study to investigate the redox behavior of 253 (R = Pr ) and its conversion to the nitrile species 277 (R = Me, Ph SbFg salts) using silver(l) salts led to the preparation of an electron-transfer salt 278 (R = Pr tenq = 7,7,8,8-tetracyano-/>-quinodimethane thf = tetrahydrofuran tenq salt) from 253 (R = Pr ) and tenq in tetrahydrofuran. Cyclic voltammetry was used to examine the redox processes occurring in acetonitrile and benzonitrile solution. ... 

Solvent CH2CI2. FT-IR spectrometer. Working electrode glassy carbon sweep rate 20 mV s purposes. DBTCNQ = 2,5-dibenzyl-7,7,8,8-tetracyano-/ -quinodimethane. 

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