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]

Journal Article · Sun Apr 01 04:00:00 EST 1979 · J. Catal.; (United States)

OSTI ID:7101582

Terasawa, M; Yamamoto, H; Kaneda, K; Imanaka, T; Teranishi, S

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), Journal Name: J. Catal.; (United States) Vol. 57:2; ISSN JCTLA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201 -- Chemical &amp; Physicochemical Properties
400301* -- Organic Chemistry-- Chemical &amp; Physicochemical Properties-- (-1987)
ALKENES
ALKYNES
CATALYST SUPPORTS
CATALYSTS
CATALYTIC EFFECTS
CHEMICAL REACTIONS
COMPARATIVE EVALUATIONS
COMPLEXES
DATA
ELECTRONIC STRUCTURE
EXPERIMENTAL DATA
HYDROCARBONS
HYDROGENATION
INFORMATION
KINETICS
NUMERICAL DATA
ORGANIC COMPOUNDS
PALLADIUM COMPLEXES
POLYMERS
REACTION KINETICS
STEREOCHEMISTRY
TRANSITION ELEMENT COMPLEXES