1325219-98-4Relevant academic research and scientific papers
Efficient synthesis of helical tetrasubstituted alkenes as potential molecular switches: A two-component palladium-catalyzed triple domino process
Tietze, Lutz F.,Hungerland, Tim,Eichhorst, Christoph,Duefert, Alexander,Maass, Christian,Stalke, Dietmar
, p. 3668 - 3671 (2013/05/08)
Fast and easy: Various helical tetrasubstituted alkenes were synthesized by a palladium-catalyzed domino process. The domino process consists of a Sonogashira reaction, a carbopalladation, and a direct C-H functionalization. Copyright
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
