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; V A Tafeenko

doi:10.1039/c6ob00092d

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

Org Biomol Chem. 2016 Apr 12;14(15):3758-64. doi: 10.1039/c6ob00092d.

Authors

S V Karpov¹, Ya S Kaukov¹, A A Grigor'ev¹, O E Nasakin¹, O V Kaukova², V A Tafeenko³

Affiliations

¹ Department of Chemistry and Pharmacy, I.N. Ul'yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015, Russia. serg31.chem@mail.ru.
² Chuvash State Agricultural Academy, K. Marx St., 29. Cheboksary, 428015, Russia.
³ Department of Chemistry, Lomonosov Moscow State University, Leninskiye Gory 1-3, Moscow, 119991, Russia.

PMID: 27001914
DOI: 10.1039/c6ob00092d

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.

Publication types

Research Support, Non-U.S. Gov't