10432-75-4Relevant articles and documents
Engineering Crystals Using sp3-C Centred Tetrel Bonding Interactions
Roeleveld, Julius J.,Lekanne Deprez, Siebe J.,Verhoofstad, Abraham,Frontera, Antonio,van der Vlugt, Jarl Ivar,Mooibroek, Tiddo Jonathan
, p. 10126 - 10132 (2020)
1,1,2,2-Tetracyanocyclopropane derivatives 1 and 2 were designed and synthesized to probe the utility of sp3-C centred tetrel bonding interactions in crystal engineering. The crystal packing of 1 and 2 and their 1,4-dioxane cocrystals is dominated by sp3-C(CN)2???O interactions, has significant C???O van der Waals overlap (≤0.266 ?) and DFT calculations indicate interaction energies of up to ?11.0 kcal mol?1. A cocrystal of 2 with 1,4-thioxane reveals that the cyclopropane synthon prefers interacting with O over S. Computational analyses revealed that the electropositive C2(CN)4 pocket in 1 and 2 can be seen as a strongly directional ‘tetrel-bond donor’, similar to halogen bond or hydrogen bond donors. This disclosure is expected to have implications for the utility of such ‘tetrel bond donors’ in molecular disciplines such as crystal engineering, supramolecular chemistry, molecular recognition and medicinal chemistry.
One-pot cascade assembling of 3-substituted tetracyanocyclopropanes from alkylidenemalononitriles and malononitrile by the only bromine direct action
Vereshchagin, Anatolii N.,Elinson, Michail N.,Stepanov, Nikita O.,Nikishin, Gennady I.
experimental part, p. 324 - 325 (2010/01/18)
The new cascade reaction was found: the formation of cyclopropanes from alkylidenemalononitriles and malononitrile by the only bromine direct action; the action of aqueous bromine on the equal amounts of alkylidenemalononitriles and malononitrile in EtOH-
