Abstract
The strained silanone 2 was obtained by the reaction of disilacyclobutene 1 with N2O. Silanone 2 exhibited unprecedented thermal stability in both the solid state and solution. DFT calculations on 2 revealed that the highly polarized Si═O double bond is effectively stabilized by its electron delocalization with the unsaturated Si2C2 ring. Treatment of 2 with 1,3,4,5-tetramethylimidazolin-2-ylidene yielded the first Lewis base-stabilized disilacyclobutadiene 3 via a 1,3-boryl migration. Reaction of 2 with HCCH and Me3SiN3 resulted in the addition of C-H and Si-N bonds to the Si═O double bond. Interestingly, irradiation of 2 at rt yielded oxosilanes 7A and 7B in C6D6 and n-hexane, respectively, via the 1,2-boryl migration and ring expansion, whereas photolysis at -60 °C led to the formation of cyclic alkenyl silylene 8.
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