Synthesis of the carbanion 1,1,2-tricyano-2-(3,4-dicyano-5-imino

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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548453, 8686, C07F 1500, C07F 1502, C07F 1504, C07F 1506, C09B 5704, D06P 110

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052741125

ABSTRACT:
A process is described for preparing the carbanion of the title as its sodium salt with quantitative yields and at a high level of purity, by a two-stage reaction between disodium-tetracyano-ethylene, Lewis acids and water. Metal complexes, prepared from said carbanion, are particularly suited for methods of using the metal complexes as dyes in industrial applications.

REFERENCES:
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patent: 4837326 (1989-06-01), Lin et al.
patent: 4861898 (1989-08-01), Radtke et al.
Dessy et al., Angew Chem. Int. Ed. Engl., vol. 24(5), pp. 426 to 427 (1985).
Bonamico et al., Angew. Chem. Int. Bd. Engl., vol. 28(8), pp. 1049 to 1050 (1989).
W. Webster et al., "Chemistry of Tetracyanoethylene Anion Radical", Journal of the American Chemical Society, vol. 84, No. 19, Oct. 5, 1962, pp. 3678-3684.
G. Dessy et al., "Synthesis of a Novel Stable Carbanion: 1,1,2-Tricyano-2-(3,4-dicyano-5-imino-2,5-dihydro-1H-pyrrol-2-ylidene)etha nide by Reduction of Tetracyanoethylene with Tris(2,2'-bipyridine)titanium", Angewandte Chemie, International Edition in English, vol. 24, No. 5, 1985, pp. 426-427.
M. Bonamico et al., "N-Analogues of Metal Acetylacetonates: Bis(1,2,6,7-tetracyano-3,5-diimino-3,5-dihydropyrrolizinido), (metal II=Fe, Ni, Cu, Zn); Crystal Structure of the Copper Derivative", Angewandte Chemie, International Edition in English, vol. 28, No. 8, 1989, pp. 1049-1050.

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