17339-79-6Relevant academic research and scientific papers
Pd-promoted homocoupling reactions of unsaturated silanes in aqueous micelles
Cicco, Stefania R.,Farinola, Gianluca M.,Martinelli, Carmela,Naso, Francesco,Tiecco, Matteo
, p. 2275 - 2279 (2010)
Palladium-promoted homocoupling reaction of vinyl- and polyenylsilanes in aqueous conditions has been investigated. The reaction is catalyzed by PdCl 2 in the presence of the reoxidizing system. CuCl2/LiCl and occurs at room temperature in aqueous solutions containing nonionic amphiphiles. Symmetrically α,ω-disubstituted stereodefined all-trans polyenes have been obtained in mild conditions and in good yields (65-87 %), higher than those previously reported for the same reactions carried, out in methanol or HMPA. A comparison between two commercially available surfactants, Triton X-100 and PTS, has been performed.
Highly Stereoselective Synthesis of Conjugated Polyenes via a Homocoupling Reaction of Unsaturated Silanes
Babudri, Francesco,Cicciomessere, Angela R.,Farinola, Gianluca M.,Fiandanese, Vito,Marchese, Guiseppe,et al.
, p. 3291 - 3298 (2007/10/03)
A new method for the synthesis of conjugated polyenes containing up to eight double bonds with all-E configuration is reported.The procedure is based upon a homocoupling reaction of dienyl-, trienyl, or tetraenylsilanes, promoted by PdCl2 in methanol and in the presence of LiCl and CuCl2.Configurational and conformational assignments were rigorously made on the basis of NMR spectra.The compounds obtained represent a novel interesting class of symmetrically substituted polyenes with potential optical and electrooptical properties.By changing the solvent, the homocoupling process can be switched to the halogenation of the silyl-substituted terminal double bond, thus leading to polyenyl halides.
