Liquid phase hydrodechlorination of some chlorinated aromatic nitrogen-containing heterocyclics

Khadege Omari-Qadry, Khalil Hamza, Yoel Sasson*, Jochanan Blum

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

Several chlorinated pyridine, indole, quinoline and isoquinoline derivatives are hydrogenated at 80-140 °C in the presence of a silica sol-gel entrapped combined palladium-[Rh(cod)Cl]2 catalyst to give ultimately chorine-free aromatic and/or hydroaromatic heterocyclic compounds. The process takes place stepwise. Except for the hydrogenation of 6-chloroquinoline, in which the hydrogenation of some aromatic double bonds precedes the elimination of the chlorine atom, the first step is always the hydrogenolysis of the halogen atom by which the parent aromatic heterocyclic compound is formed. Quinoline and isoquinoline derivatives form two isomeric tetrahydro compounds which are further hydrogenated to the decahydroquinolines and isoquinolines, respectively. The combined immobilized catalyst is leach-proof and recyclable. Its activity relies on a synergistic effect between the two different metallic nuclei.

Original languageEnglish
Pages (from-to)182-185
Number of pages4
JournalJournal of Molecular Catalysis A: Chemical
Volume308
Issue number1-2
DOIs
StatePublished - 4 Aug 2009

Keywords

  • Hydrodechlorination
  • Nitrogen heterocyclics
  • Palladium
  • Rhodium
  • Sol-gel

Fingerprint

Dive into the research topics of 'Liquid phase hydrodechlorination of some chlorinated aromatic nitrogen-containing heterocyclics'. Together they form a unique fingerprint.

Cite this