Imidazolium-based phosphinite ionic liquid (IL-OPPh2) as reusable catalyst and solvent for the Knoevenagel condensation reaction was written by Valizadeh, Hassan;Gholipour, Hamid. And the article was included in Synthetic Communications in 2010.Electric Literature of C14H14N2O2 This article mentions the following:
A task-specific ionic liquid (IL), which bears a weak Lewis base (OPPh2) in an imidazolium cation, efficiently catalyzed the Knoevenagel condensation of aryl aldehydes with H2C(CN)2, H2C(CO2Me)2, H2C(CO2Et)2, and NCCH2CO2Et. This IL played a dual role as both the reaction medium and also catalyst, and it could be easily recovered and reused in several runs. Satisfactory results were obtained with good yields, short reaction time, and simplicity in the exptl. procedure. A variety of coumarin derivatives were synthesized in this procedure. In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6Electric Literature of C14H14N2O2).
7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Electric Literature of C14H14N2O2
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts