Single-Face/All-cis Arene Hydrogenation by a Supported Single-Site d0 Organozirconium Catalyst

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

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

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.

Original languageEnglish
JournalAngewandte Chemie - International Edition
DOIs
Publication statusAccepted/In press - 2016

Fingerprint

Cyclohexanes
Interchanges
Cyclohexane
Catalyst supports
Discrete Fourier transforms
Zirconia
Hydrogenation
Derivatives
Catalysts
Kinetics
zirconium oxide

Keywords

  • DFT calculations
  • Organozirconium catalyst
  • Stereoselective hydrogenation
  • Sulfated oxides
  • Supported catalysts

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

Cite this

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.

In: Angewandte Chemie - International Edition, 2016.

Research output: Contribution to journalArticle

Stalzer, Madelyn Marie ; Nicholas, Christopher P. ; Bhattacharyya, Alak ; Motta, Alessandro ; Delferro, Massimiliano ; Marks, Tobin J. / Single-Face/All-cis Arene Hydrogenation by a Supported Single-Site d0 Organozirconium Catalyst. In: Angewandte Chemie - International Edition. 2016.
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