Selective hydrogenation of fifteen acetylenes to olefins catalyzed by polymer-bound palladium(II) complexes. [2-heptyne, 1,5-hexadiyne, propargyl alcohol, phenylacetylene, 1-phenyl-1-propyne, cyclohexenylacetylene]
The selectivities of polymer-bound palladium for olefin in the hydrogenations of 15 acetylenes including 2-heptyne, 1,5-hexadiyne, propargyl alcohol, and phenylacetylene ranged from 85Vertical Bar3< for 2-methyl-1-buten-3-yne to 100Vertical Bar3< for propargyl alcohol and were comparable with those of cationic rhodium or Lindler catalysts. Conjugated acetylenes with the exception of phenylacetylene, e.g., 1-pheyl-1-propyne or cyclohexenylacetylene, gave lower selectivities for olefin. The substrate steric and electronic factors are discussed which affect the addition of the palladium hydride to the triple bond to give a o-vinyl complex at the first reaction stage; the cis-trans selectivity depends on this addition, as the second stage of the reaction retains the geometry, in double- as well as triple-bond hydrogenation.
- Research Organization:
- Osaka Univ.
- OSTI ID:
- 7101582
- Journal Information:
- J. Catal.; (United States), Vol. 57:2
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ALKYNES
HYDROGENATION
CATALYSTS
COMPARATIVE EVALUATIONS
PALLADIUM COMPLEXES
CATALYTIC EFFECTS
ALKENES
CATALYST SUPPORTS
ELECTRONIC STRUCTURE
EXPERIMENTAL DATA
POLYMERS
REACTION KINETICS
STEREOCHEMISTRY
CHEMICAL REACTIONS
COMPLEXES
DATA
HYDROCARBONS
INFORMATION
KINETICS
NUMERICAL DATA
ORGANIC COMPOUNDS
TRANSITION ELEMENT COMPLEXES
400301* - Organic Chemistry- Chemical & Physicochemical Properties- (-1987)
400201 - Chemical & Physicochemical Properties