Single‐Face/All‐ cis Arene Hydrogenation by a Supported Single‐Site d 0 Organozirconium Catalyst

Abstract The single‐site supported organozirconium catalyst Cp*ZrBz 2 /ZrS (Cp*=Me 5 C 5 , 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 D...

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Published inAngewandte Chemie Vol. 128; no. 17; pp. 5349 - 5353
Main Authors Stalzer, Madelyn Marie, Nicholas, Christopher P., Bhattacharyya, Alak, Motta, Alessandro, Delferro, Massimiliano, Marks, Tobin J.
Format Journal Article
LanguageEnglish
Published 18.04.2016
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Summary:Abstract The single‐site supported organozirconium catalyst Cp*ZrBz 2 /ZrS (Cp*=Me 5 C 5 , 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 H 2 delivery to a single catalyst‐bound arene face, versus any competing intramolecular arene π‐face interchange.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201600345