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Issue 15, 2016
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Synthesis of novel polycyano-containing organic ligands via double carbanion cleavage of 1′,3′-dioxo-1′,3′-dihydrospiro[cyclopropane-1,2′-indene] derivatives

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Abstract

A novel fast, convenient and inexpensive synthesis of 1′,3′-dioxo-1′,3′-dihydrospiro[cyclopropane-1,2′-indene]-2,2,3,3-tetracarbonitrile and dimethyl 2,3-dicyano-1′,3′-dioxo-1′,3′-dihydrospiro[cyclopropane-1,2′-indene]-2,3-dicarboxylate is reported. These compounds undergo double carbanion cleavage under the action of alcohols resulting in the formation of stable salts, containing new allylic-type anions with potential application in organic electronics and as ionic liquid components.

Graphical abstract: Synthesis of novel polycyano-containing organic ligands via double carbanion cleavage of 1′,3′-dioxo-1′,3′-dihydrospiro[cyclopropane-1,2′-indene] derivatives

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Article information


Submitted
13 Jan 2016
Accepted
07 Mar 2016
First published
08 Mar 2016

Org. Biomol. Chem., 2016,14, 3758-3764
Article type
Paper

Synthesis of novel polycyano-containing organic ligands via double carbanion cleavage of 1′,3′-dioxo-1′,3′-dihydrospiro[cyclopropane-1,2′-indene] derivatives

S. V. Karpov, Ya. S. Kaukov, A. A. Grigor'ev, O. E. Nasakin, O. V. Kaukova and V. A. Tafeenko, Org. Biomol. Chem., 2016, 14, 3758
DOI: 10.1039/C6OB00092D

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