188802-21-3Relevant academic research and scientific papers
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.
