Chemoselective formation of cyclo-aliphatic and cyclo-olefinic 1,3-diols via pressure hydrogenation of potentially biobased platform molecules using Knölker-type catalysts.
Christian A M R van SlagmaatTeresa FaberKhi Chhay ChouAlfonso J Schwalb FreireDarya HadaviPeiliang HanPeter J L M QuaedfliegGerard K M VerzijlPaul L AlstersStefaan M A De WildemanPublished in: Dalton transactions (Cambridge, England : 2003) (2022)
The hydrogenative conversions of the biobased platform molecules 4-hydroxycyclopent-2-enone and cyclopentane-1,3-dione to their corresponding 1,3-diols are established using a pre-activated Knölker-type iron catalyst. The catalyst exhibits a high selectivity for ketone reduction, and does not induce dehydration. Moreover, by using different substituents of the ligand, the cis-trans ratio of the products can be affected substantially. A decent compatibility of this catalytic system with various structurally related substrates is demonstrated.