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A new reaction of dithiocarbamates: $CS_2$ elimination and two C–C bond formations leading to formation of cyclic ammonium salts

Chaturvedi, Jyotsna and Bhattacharya, Subrato and Nethaji, M (2008) A new reaction of dithiocarbamates: $CS_2$ elimination and two C–C bond formations leading to formation of cyclic ammonium salts. In: Inorganic Chemistry Communications, 11 (7). pp. 720-722.

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Abstract

Sodium salts of N,N-dibenzyldithiocarbamate, N,N-diisopropyldithiocarbamate and pyrrolidine-1-carbodithioate gave cyclic products, 4-oxo-2,6-diphenyl-piperidinium,2,2,6,6-tetramethyl-4-oxo-piperidinium and 3-oxo-8-azonia-bicyclo[3.2.1]octane cations, respectively, when treated with aluminum trichloride in acetone. The 2,2,6,6-tetramethyl-4-oxo-piperidinium thiocyanate salt has been characterized by X-ray crystallography. A plausible mechanism has also been suggested on the basis of preliminary DFT calculations.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Elsevier.
Keywords: Aluminum trichloride;Dithiocarbamate;Ionic liquid; Desulfurization;Piperidinium.
Department/Centre: Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 08 Aug 2008
Last Modified: 19 Sep 2010 04:48
URI: http://eprints.iisc.ernet.in/id/eprint/15473

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