94070-47-0Relevant academic research and scientific papers
Germacyclopentanes via cycloadditions of free dimethylgermylene to styrenes
K?cher, Jürgen,Neumann, Wilhelm P.
, p. 400 - 402 (2008/10/08)
Free Me2Ge gives cycloadditions with 2 mol of α-substituted styrenes via a regiospecific but not stereospecific mechanism. Equal amounts of syn/anti 3,4-diphenylgermacyclopentanes are formed in good yield, those arising from α-substituted styrenes bearing additional substituents in these positions, and no 2,5- or 2,4-substituted rings. The 4,4,5,5-Ph4 derivative has an extraordinarily strained five-membered ring with a very long C3-C4 bond (1.626 A?) and αC-Ge-C = 90.3°. Styrenes without a =CH2 group as well as a number of other olefins do not react rapidly enough. A two-step mechanism involving an 1:1 adduct is suggested.
