Hydrogenation of stable nitroxyl radicals with acetylenic bonds on Ni, Pd, and Pt catalysts

Autor: Litvin, E. F., Kozlova, L. M., Shapiro, A. B., Freidlin, L. Kh., Rozantsev, É. G., Skripnichenko, L. N.
Zdroj: Russian Chemical Bulletin; January 1979, Vol. 28 Issue: 1 p97-102, 6p
Abstrakt: 1.We have examined the liquid-phase hydrogenation of stable iminoxyl radicals with acetylenic bonds — 4-ethynyl-4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl and 4-phenylethylnyl-4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl on Raney Ni, Pt, and Pd catalysts.2.On Raney Ni the paramagnetic center and the C=C bond of the radicals are reduced simultaneously; in the presence of Pt the iminoxyl group is preferentially hydrogenated, while on Pd black the C=C bond is reduced (via the olefinic compound) without affecting the paramagnetic center.3.In the course of this work we have prepared several new stable iminoxyl radicals: 4-ethynyl-4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl and 4-phenylethynyl-4-hydroxy-2,2, 6,6-tetramethylpiperidin-1-oxyl, 4-vinyl-4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl, 4-(5-phenylvinyl)-4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl, and 4-(ß-phenylethy1)-4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl, together with 4-vinyl-1,4-dihydroxy-2,2,6,6-tetramethylpiperidine and 4-ethyl-1,4-dihydroxy-2,2,6,6-tetramethylpiperidine.
Databáze: Supplemental Index