18406-49-0Relevant academic research and scientific papers
Diadamantylsilylene and its stereochemistry of addition
Pae, Dong Ho,Xiao, Manchao,Chiang, Michael Y.,Gaspar, Peter P.
, p. 1281 - 1288 (2007/10/02)
Lithium-induced dehalogenation assisted by ultrasonic irradiation of diadamantyldiiodosilane in the presence of olefins and alkynes leads to high yields of 1,1 -diadamantylsiliranes and 1,1 -diadamantylsilirenes, respectively. The siliranes are precursors for the efficient thermal and photochemical generation of diadamantylsilylene (Ad2Si:). The addition of thermally generated Ad2Si: to cis- and trans-2-butene and -3-hexene is totally stereospecific, implying reaction from a singlet electronic state of the silylene. Photoisomerization of cis- and trans-1,1 -diadamantylsiliranes complicates the study of the stereochemistry of addition of photogenic Ad2Si:, but again a high degree of stereospecificity is observed.
