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SYNTHESIS and SPECTRA OF TRICYANOVINYL INDOLES
Authors:David Samuel  Johnston
Institution:Royal Free Hospital School of Medicine, University of London, Department of Biochemistry and Chemistry, 8 Hunter Street, London, WC1N IBP, UK
Abstract:Abstract— Indole and tetracyanoethylene form a purple charge transfer complex which decomposes into 3-tricyanovinyI indole and hydrogen cyanide in neutral or basic media. In acid media, 2-tricyanovinyI indole is formed. 3-Tricyanovinyl indole has an intense visible absorption at 460 nm, the 2-isomer is colourless. It is suggested that the visible absorption of 3-tricyanovinyl indole is due to intramolecular charge transfer and that such a transition is not observed in the case of the 2-isomer because of a higher excited state energy.
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