- On the Chemical Nature of 10-Dicyanomethyleneanthrone Hydrazone
-
The chemical nature of 10-dicyanomethylene-9-anthrone hydrazone was examined.It was shown that this compound bearing the conjugated ylidenemalononitrile fragment and hydrazonic moiety did not undergo transformations characteristic of ylidenemalononitriles, e.g., reduction and Michael addition, but possesses properties typical for hydrazones.Thus it could be hydrolyzed, acetylated, oxidized to yield the diazo compound, and reacted with acetone to form the corresponding azine.These properties were interpreted using semiempirical (AM1) and force field calculations. - Keywords. 10-Dicyanomethylene-9-anthrone hydrazone; 10-Dicyanomethylene-9-anthrone; N-Acetyl-10-dicyanomethylene-9-anthrone hydrazone; (10-dicyanomethylene-9,10-dihydroanthracene-9-ylidene)-isopropylidene-hydrazine; 9-Diazo-10-(dicyanomethylene)-9,10-dihydro anthracene; Acetylation; Oxidation; Hydrolysis; Semiempirical calculations.
- Vaisburg, A. F.,Etzlstorfer, C.,Falk, H.
-
-
Read Online
- Reaction of anthrone and its 1- and 4-substituted derivatives with sulfur in the presence of nucleophiles
-
Anthrone and its 1-substituted derivatives react with molecular sulfur in the presence of nucleophiles (aromatic amines, hydrazine, substituted hydrazines, and malononitrile) to give intermediate monothioanthraquinones which are then converted into mixtures of the corresponding anthraquinones and 10-imino-, 10-hydrazono-, or 10-dicyanomethylene-9,10-dihydroanthracen-9-ones. Unlike 1-substituted derivatives, 4-substituted anthrones react with sulfur in the presence of phenylhydrazine to give only 1-substituted anthraquinones.
- Loskutov
-
p. 1478 - 1481
(2007/10/03)
-
- New Electron Acceptors: Synthesis, Electrochemistry, and Radical Anions of N,7,7-Tricyanoquinomethanimines and X-ray Crystal Structures of the Trimethyl and Tetramethyl Derivatives
-
The reaction of a range of quinones 3 with malononitrile in the presence of titanium tetrachloride/pyridine yields dicyanoquinomethides 4, which on reaction wit N,N'-bis(trimethylsilyl)carbodiimide are converted into the corresponding N,7,7-tricyanoquinom
- Bryce, Martin R.,Davies, Stephen R.,Grainger, Andrew M.,Hellberg, Jonas,Hursthouse, Michael B.,et al.
-
p. 1690 - 1696
(2007/10/02)
-
- N,7,7-Tricyanoquinomethaneimines: New Electron Acceptors for Organic Metals
-
Four derivatives of the title system, which is a new class of electron acceptor, have beensynthesised; cyclic voltammetric data show that these compounds undergo one- and two-electron reductions.
- Bryce, Martin R.,Davies, Stephen R.
-
p. 328 - 329
(2007/10/02)
-