The Reactivity Of Isolable Dialkylsilylene

Silylene is a key intermediate in numerous thermal and photochemical reactions of organoslicon compounds, which is corresponding to carbene in organic chemistry. The HOMO of a silylene is nonbonding and possesses nucleophilic character. Its LUMO is an empty p-orbital exhibiting electrophilic character. Accordingly silylenes are considered to have an ambiphilic character and behave as Lewis acids as well as Lewis bases. Thus, silylenes have diverse reactivity in organic chemistry. This paper described about the reactions of isolable dialkylsilylene with imines, nitriles and carbon dioxide, the reaction mechanisms are also discussed.The main results were outlined as below:The reactions of dialkylsilylene4with various substituted of imines:Isolable dialkylsilylene4reacts with various aldimines smoothly at low temperatures to give diverse products depending on the substituents on an imine.Isolable dialkylsilylene4reacts with various aromatic nitriles at low temperatures to give diverse products depending on the substituents on a nitrile. The reactions of4with nitriles having electron-donating substituents on the phenyl ring give the corresponding1,4-diaza-2-siloles in good yields. When aromatic nitrile with strongly electron-withdrawing substituents is used under similar conditions, the corresponding1,3-diaza-2-silole is formed exclusively. All these reactions are proposed to occur via the initial formation of the corresponding nitrile silaylides. while the subsequent reactions to lead the final products are controlled by the electronic structure of the ylide depending on the substituents.The reactions of isolable dialkylsilylene4with carbon dioxide:Carbon dioxide can be active by dialkylsilylene4at low temperatures to give a novel compounds and emit CO gas.