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 in | Angewandte Chemie International Edition Vol. 55; no. 17; pp. 5263 - 5267 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
Published |
18.04.2016
|
Online Access | Get full text |
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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. |
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ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.201600345 |