33546-97-3Relevant academic research and scientific papers
High-pressure effect on organic reactions in fluorophobic media
Jenner, Gerard,Gacem, Badra
, p. 265 - 270 (2007/10/03)
The kinetic effect of fluorophobic interactions was examined in Diels-Alder reactions and the conjugate addition of amines to acrylonitrile at different pressures. Its magnitude is lower than for other solvophobic media (water, ethylene glycol). Activatio
Synthesis of hindered functionalized ethers via high-pressure addition of alcohols to acrylic compounds
Jenner, Gérard
, p. 4807 - 4810 (2007/10/03)
The phosphine-catalyzed 1,4-addition of alcohols to activated alkenes is studied from a synthetic point of view. α- or β-Substituted acrylic compounds react sluggishly or not at all. In this case, high-pressure activation can remove steric inhibition leading to good yields of the corresponding ethers. Reactions involving crotonic compounds (hindered β reaction center) show higher pressure dependence than the corresponding additions of alcohols to methacrylic analogs (free β reaction center). This is in agreement with the concept that sterically demanding reactions show enhanced sensitivity to pressure. The result, obviously, is of high synthetic value as pressure may be capable of removing steric inhibition.
