1839-88-9Relevant articles and documents
Single-Face/All-cis Arene Hydrogenation by a Supported Single-Site d0 Organozirconium Catalyst
Stalzer, Madelyn Marie,Nicholas, Christopher P.,Bhattacharyya, Alak,Motta, Alessandro,Delferro, Massimiliano,Marks, Tobin J.
, p. 5263 - 5267 (2016/04/26)
The single-site supported organozirconium catalyst Cp?ZrBz2/ZrS (Cp?=Me5C5, Bz=benzyl, ZrS=sulfated zirconia) catalyzes the single-face/all-cis hydrogenation of a large series of alkylated and fused arene derivatives to the corresponding all-cis-cyclohexanes. Kinetic/mechanistic and DFT analysis argue that stereoselection involves rapid, sequential H2 delivery to a single catalyst-bound arene face, versus any competing intramolecular arene π-face interchange. Stereocontrol is on: A single-site supported organozirconium catalyst exhibits unprecedented all-cis stereo/face-selective hydrogenation of substituted alkylarenes under mild reaction conditions. The resulting stereopure cycloalkanes offer new building blocks for value-added fine chemicals.