Ishida, Shintaro published the artcileStructures and Properties of Phenylene-Bridged 1,3-Diaza-2-silole and Related 2H-Azasilirenes Obtained by the Reactions of a Dialkylsilylene with Arylnitriles, Safety of Phthalonitrile, the main research area is silylene cycloaddition nitrile dinitrile preparation azasilirene disilolocyclooctene spirocycle; crystal mol structure azasilirene diazasilolocyclooctene spirocycle.
Cycloadditions of diorganosilylenes with nitriles afforded azasilirenes, while phthalonitrile gave dibenzobis[1,3,2]-diazasilolocyclooctene I (10) and spirocycle II (11) with 2,2,5,5-tetra-TMS-1-silacyclopentylidene. Silylene cycloaddition with unsaturated compounds have been extensively explored as convenient and efficient routes to silacycles. Among these, reactions of silylenes with nitriles are still limited and the electronic properties of the resulting azasilacycles such as 2H-azasilirene and 1,3-diaza-2-siloles are less examined We report herein synthesis of a phenylene-bridged 1,3-diaza-2-silole and C-aryl 2H-azasilirenes using cycloaddition reactions of a silylene as well as their structures and UV/Vis absorption spectra. Treatment of an isolable dialkylsilylene, 2,2,5,5-tetra-TMS-1-silacyclopentylidene, with o-phthalonitrile afforded a phenylene-bridged 1,3-diazasilole 10 and an isomeric dearomatized product 11. Similar reactions with p-substituted benzonitriles gave new 2H-azasilirenes. UV/Vis absorption spectra and theor. calculations showed that high-lying n(C:N) orbitals in 1,3-diaza-2-siloles and 2H-azasilirenes and low-lying π*(1,3-diaza-2-silole) orbitals are important for their electronic characters. Computational studies revealed that 1,3-dipolar cycloaddition of silylene nitrile complexes (nitrile silaylides) with the second nitrile and an aromatic C:C bond of 2-cyanophenyl group are key steps for the cycloaddition
European Journal of Inorganic Chemistry published new progress about [1+2] Cycloaddition reaction. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Safety of Phthalonitrile.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts