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

Stalzer Madelyn Marie | Zendy; Nicholas Christopher P. | Zendy; Bhattacharyya Alak | Zendy; Motta Alessandro | Zendy; Delferro Massimiliano | Zendy; Marks Tobin J. | Zendy

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

Author(s) -

Stalzer Madelyn Marie,

Nicholas Christopher P.,

Bhattacharyya Alak,

Motta Alessandro,

Delferro Massimiliano,

Marks Tobin J.

Publication year - 2016

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201600345

Subject(s) - cyclohexanes , catalysis , chemistry , intramolecular force , alkylation , stereochemistry , organic chemistry

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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