5448-22-6Relevant articles and documents
The temperature dependence of the diastereoselective reduction of 2-t-butylcyclohexanone with diisobutyl-aluminium-2,6-di-t-butyl-4-methylphenoxide
Brunne, Joachim,Hoffmann, Norbert,Scharf, Hans-Dieter
, p. 6819 - 6824 (1994)
The diastereoselectivity of the reduction of 2-t-butylcyclohexanone (1) with diisobutylaluminium-2,6-di-t-butyl-4-methylphenoxide (2) is investigated as a function of the temperature and the conversion. The relevant selection steps are characterized on the basis of the isoinversion principle. The kinetically controlled formation of the alcoholate intermediates as well as the thermodynamically controlled Meerwein-Ponndorf-Verley type equilibration are recognized as the two selection steps of the reduction.
Cobalt-Nanoparticles Catalyzed Efficient and Selective Hydrogenation of Aromatic Hydrocarbons
Murugesan, Kathiravan,Senthamarai, Thirusangumurugan,Alshammari, Ahmad S.,Altamimi, Rashid M.,Kreyenschulte, Carsten,Pohl, Marga-Martina,Lund, Henrik,Jagadeesh, Rajenahally V.,Beller, Matthias
, p. 8581 - 8591 (2019/09/12)
The development of inexpensive and practical catalysts for arene hydrogenations is key for future valorizations of this general feedstock. Here, we report the development of cobalt nanoparticles supported on silica as selective and general catalysts for such reactions. The specific nanoparticles were prepared by assembling cobalt-pyromellitic acid-piperazine coordination polymer on commercial silica and subsequent pyrolysis. Applying the optimal nanocatalyst, industrial bulk, substituted, and functionalized arenes as well as polycyclic aromatic hydrocarbons are selectively hydrogenated to obtain cyclohexane-based compounds under industrially viable and scalable conditions. The applicability of this hydrogenation methodology is presented for the storage of H2 in liquid organic hydrogen carriers.
Selective reduction of organic compounds with Al- trifluoromethanesulfonyldiisobutylalane. Comparison of its reactivity with Al-methanesulfonyldiisobutylalane
Cha, Jin Soon
experimental part, p. 219 - 224 (2011/11/06)
The new MPV type reagent, Al-trifluoromethanesulfonyldiisobutylalane (DIBAO3SCF3), has been prepared and its reducing characteristics in the reduction of selected organic compounds containing representative functional groups have been examined, and compared its reactivity with that of Al-methanesulfonyldiisobutylalane (DIBAO3SCH 3) in order to understand the fluorine-substituent effect on its reactivity. In general, the reactivity of DIBAO3SCF3 appears to be much higher than that of DIBAO3SCH3, apparently due to the acidity increase by the electron-withdrawing fluorine-substituent. The reagent reduced aldehydes and ketones readily, but showed a perfect selectivity in the reduction of α,β-unsaturated aldehydes and ketones to produce the corresponding allylic alcohols in an absolutely 100% purity. In addition, the reagent achieved the regioselective cleavage of phenyl-or/and alkyl-substituted epoxides to the less substituted alcohols in a perfect regioselectivity. Moreover, the reagent also showed an high stereoselectivity in the reduction of substituted cycloalkanones to produce the thermodynamically more stable alcohol epimers exclusively.
Copper-catalyzed hydrosilylation with a bowl-shaped phosphane ligand: Preferential reduction of a bulky ketone in the presence of an aldehyde
Fujihara, Tetsuaki,Semba, Kazuhiko,Terao, Jun,Tsuji, Yasushi
supporting information; experimental part, p. 1472 - 1476 (2010/05/02)
Chemical Equation Presented Hollywood bowl: A highly active copper catalyst with a bowl-shaped phosphane (bsp) ligand was used in the hydrosilylation reaction of bulky ketones. The preferential reduction of a bulky ketone in the presence of an unprotected aldehyde is unprecedented.
