Rh(CAAC)-Catalyzed Arene Hydrogenation

Evidence for Nanocatalysis and Sterically Controlled Site-Selective Hydrogenation

Ba L. Tran, John L. Fulton, John Linehan, Johannes A. Lercher, R Morris Bullock

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

We report the arene hydrogenation of ethers, amides, and esters at room temperature and low hydrogen pressure, starting from [(CAAC)Rh(COD)Cl] (CAAC = cyclic alkyl amino carbene). Kinetic, mechanistic, and Rh K-edge XAFS studies showed formation of Rh nanoparticles from [(CAAC)Rh(COD)Cl], in contrast to a previous report of [(CAAC)Rh(COD)Cl] functioning as a homogeneous catalyst for arene hydrogenation. We determined that the site-selective arene hydrogenation catalyzed by this system is under steric control, as shown by detailed competition experiments with derivatives of ethers, amides, and esters bearing different aromatic rings of varying electronic and steric influence. This work illustrates the potential of CAAC ligands in the formation and stabilization of a colloidal dispersion of stable nanoparticle catalysts.

Original languageEnglish
Pages (from-to)8441-8449
Number of pages9
JournalACS Catalysis
Volume8
Issue number9
DOIs
Publication statusPublished - Sep 7 2018

Fingerprint

Hydrogenation
Amides
Ethers
Esters
Bearings (structural)
Nanoparticles
Catalysts
Stabilization
Ligands
Derivatives
Hydrogen
Kinetics
chlorambucil-arachidonic acid conjugate
Experiments
Temperature

Keywords

  • arene hydrogenation
  • nanocatalysis
  • rhodium
  • site selectivity
  • XAFS

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Cite this

Rh(CAAC)-Catalyzed Arene Hydrogenation : Evidence for Nanocatalysis and Sterically Controlled Site-Selective Hydrogenation. / Tran, Ba L.; Fulton, John L.; Linehan, John; Lercher, Johannes A.; Bullock, R Morris.

In: ACS Catalysis, Vol. 8, No. 9, 07.09.2018, p. 8441-8449.

Research output: Contribution to journalArticle

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AU - Lercher, Johannes A.

AU - Bullock, R Morris

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