N-Vinyl and N-Aryl Hydroxypyridinium Ions: Charge-Activated Catalysts with Electron-Withdrawing Groups was written by Riegel, George F.;Kass, Steven R.. And the article was included in Journal of Organic Chemistry in 2020.Related Products of 626-64-2 This article mentions the following:
Charge-enhanced Bronsted acid organocatalysts with electron-withdrawing substituents were synthesized, and their relative acidities were characterized by computations, 1:1 binding equilibrium constants (K1:1) with a UV-vis active sensor, 31P NMR shifts upon coordination with triethylphosphine oxide, and in one case by IR spectroscopy. Pseudo-first-order rate constants were determined for the Friedel-Crafts alkylations of N-methylindole with trans-灏?nitrostyrene and 2,2,2-trifluoroacetophenone and the Diels-Alder reaction of cyclopentadiene with Me vinyl ketone. These results along with kinetic isotope effect determinations revealed that the rate-determining step in the Friedel-Crafts transformations can shift from carbon-carbon bond formation to proton transfer to the catalyst’s conjugate base. This leads to an inverted parabolic reaction rate profile and slower reactions with more acidic catalysts in some cases. Electron-withdrawing groups placed on the N-vinyl and N-aryl substituents of hydroxypyridinium ion salts lead to enhanced acidities, more acidic catalysts than trifluoroacetic acid, and a linear correlation between the logarithms of the Diels-Alder rate constants and measured K1:1 values. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Related Products of 626-64-2).
Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Related Products of 626-64-2