1325219-91-7Relevant academic research and scientific papers
Synthesis and photochemical investigations of tetrasubstituted alkenes as molecular switches-the effect of substituents
Tietze, Lutz F.,Duefert, M. Alexander,Hungerland, Tim,Oum, Kawon,Lenzer, Thomas
, p. 8452 - 8461 (2011/08/22)
Molecular switches based on helical tetrasubstituted alkenes, substituted with either electron-withdrawing (CF3, F, CN; 2 a-c, 3 a,c) or -donating substituents (Me, OMe; 2 d,e), have been synthesized from acyclic precursors 4 and 5 in a domino carbopalladation/Stille reaction. This palladium-catalyzed process allowed the rapid assembly of two C-C bonds, two six-membered rings, and the tetrasubstituted double bond in a completely diastereoselective fashion. The electronic effects of the substituents on the overall switching process were investigated by alternating irradiation of two different wavelength regions. Although the substituents had only a small influence on the absorption maxima, drastic differences in the switching behavior were observed. Copyright
