Single‐Face/All‐cis Arene Hydrogenation by a Supported Single‐Site d0 Organozirconium Catalyst. (17th March 2016)

• Record Type: Journal Article
• Authors: Stalzer, Madelyn Marie; Nicholas, Christopher P.; Bhattacharyya, Alak; Motta, Alessandro; Delferro, Massimiliano; Marks, Tobin J.
• Is Part Of: Angewandte Chemie. Volume 128:Number 17(2016)
• Page Start: 5349
• Page End: 5353
• Publication Date: 2016-03-17
• Subjects: Dichtefunktionalrechnungen -- Organozirconium-Katalysatoren -- Stereoselektive Hydrierung -- Sulfatierte Oxide -- Trägerkatalysatoren; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201600345
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: The single‐site supported organozirconium catalyst Cp*ZrBz2 /ZrS (Cp*=Me5 C5, 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.