68667-91-4Relevant academic research and scientific papers
Synthesis of Substituted 1,3-Dienes by the Reaction of Alkenylsulfonyl Chlorides with Olefins Catalyzed by a Ruthenium(II) Complex
Kameyama, Masayuki,Shimezawa, Hiroshi,Satoh, Takeshi,Kamigata, Nobumasa
, p. 1231 - 1236 (2007/10/02)
Alkenylsulfonyl chlorides reacted with vinylarenes in the presence of a catalytic amount of dichlorotris(triphenylphosphine)ruthenium(II) to give substituted adducts, which were dehydrochlorinated and desulfonylated successively to form substituted (E,E)-1,3-dienes in good yield.
A NOVEL SYNTHESIS OF (E,E)-1,4-DIARYL-1,3-BUTADIENES BY THE RUTHENIUM(II) CATALYZED REACTION OF (E)-2-ARYLETHENESULFONYL CHLORIDES WITH VINYLARENES
Kamigata, Nobumasa,Ozaki, Jun-ichi,Kobayashi, Michio
, p. 705 - 708 (2007/10/02)
Symmetrical and unsymmetrical (E,E)-1,4-diaryl-1,3-butadienes can be prepared in high yields from (E)-2-arylethenesulfonyl chlorides by treating with vinylarenes in the presence of ruthenium(II) phosphine complex in benzene.
Reaction of Alkenesulfonyl Chlorides with Olefins Catalyzed by a Ruthenium(II) Complex. A Novel Method for Synthesis of (E,E)-1,4-Diaryl-1,3-butadienes
Kamigata, Nobumasa,Ozaki, Jun-ichi,Kobayashi, Michio
, p. 5045 - 5050 (2007/10/02)
In the presence of a catalytic amount of dichlorotris(triphenylphosphine)ruthenium(II) (1), alkenesulfonyl chloride (2) was found to react with vinylarenes to give 1:1 adducts (3) in high yield under mild conditions.Dehydrochlorination from the adducts 3 to afford divinyl sulfones (4) takes place by raising the reaction temperature from 80 to 130 deg C.Upon further reaction at 150 deg C, (E,E)-1,4-diaryl-1,3-butadienes (5) are formed in high yield if both of the alkenyl substituents of the sulfonyl chloride and the alkene have aryl groups.The time course of the reaction indicates that the addition of 2 to vinylarenes giving 1:1 adducts 3, dehydrochlorination from the adducts 3 giving divinyl sulfones 4, and desulfonylation from the divinyl sulfone 4 giving 1,3-butadienes 5 proceed successively.The usefulness of the reaction for the syntheses of (E,E)-1,4-diaryl-1,3-butadiene is described.On the other hand, 2 reacts with alkyl olefins in the presence of 1 to give 1:1 adducts (12) with extrusion of sulfur dioxide.
