Heterogenized Homogeneous Catalysts. Hydrogenation of Methyl Sorbate by Polystyrene-Anchored Tricarbonylchromium.

Abstract

The reaction of a swollen 1% divinylbenzene-crosslinked polystyrene with hexacarbonylchromium gave polymer-anchored tricarbonylchromium moieties eta(6)-bonded to the polymer's phenyl rings. Using this heterogenized catalyst, methyl sorbate was converted selectively (96-97%) to (Z)-methyl 3-hexenoate with small amounts of methyl hexanoate and (E)-methyl 2-hexenoate in cyclohexane at 160C and 500psi of hydrogen. The product distribution was sensitive to solvent and reaction temperature. No significant hydrogenation of cyclohexene or (E,E,E)-1,5,9-cyclododecatriene occurred at 150C and 500psi of hydrogen in 24 hrs. This heterogenized homogeneous catalyst system is discussed in relation to known homogeneous hydrogenation catalysts for methyl sorbate.

Document Details

Document Type
Technical Report
Publication Date
Jan 15, 1975
Accession Number
ADA004945

Entities

People

  • Bong T. Kim
  • Charles U. Pittman Jr.
  • Walter M. Douglas

Organizations

  • University of Alabama

Tags

DTIC Thesaurus Topics

  • Catalysts
  • Chemical Compounds
  • Cyclic Hydrocarbons
  • Cyclohexanes
  • Cyclohexenes
  • Dielectric Polymers
  • Hydrocarbons
  • Hydrogen
  • Hydrogenation
  • Organic Compounds
  • Polymers
  • Polystyrenes

Fields of Study

  • Chemistry

Readers

  • Agricultural Chemistry/Soil Science
  • Geochemistry
  • Organic Chemistry