Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1327511 | Journal of Organometallic Chemistry | 2009 | 6 Pages |
The synthesis of various vinylbis(silanes) from some aryl and heteroaryl aldehydes and (Me3Si)3CLi in Et2O is described. Friedel–Crafts reaction of 1,1-bis(trimethylsilyl)-2-(2-naphthyl)ethene with various acyl chlorides (RCOCl, R = Me, Et, i-Pr, i-Bu, n-pent) gave the corresponding α-silyl-α,β-unsaturated enones with high E steroselectivity. Moreover, poly(styrene)-co-[2,2-bis(trimethylsilyl)ethenyl(styrene)] obtained via the reaction of polymers bearing pendant enone functions and (Me3Si)3CLi, reacts with the same acyl chlorides in the presence of catalytic amount of AlCl3 to give the new macromolecules bearing α-silyl-α,β-unsaturated enones and α,β-unsaturated enones.
Graphical abstractThe synthesis of various vinylbis(silanes) from some aryl and heteroaryl aldehydes and (Me3Si)3CLi in Et2O is described. Friedel-Crafts reaction of 1,1-bis(trimethylsilyl)-2-(2-naphthyl)ethene with different acyl chlorides (RCOCl, R = Me, Et, iso-Pr, iso-Bu, n-Pent) gave the corresponding α-silyl-α,β-unsaturated enones. These methodologies can be applied to the formylated poly(styrene).Figure optionsDownload full-size imageDownload as PowerPoint slide