52254-38-3Relevant academic research and scientific papers
PALLADIUM-CATALYZED DECARBONYLATION OF FATTY ACID ANHYDRIDES FOR THE PRODUCTION OF LINEAR ALPHA OLEFINS
-
Page/Page column, (2014/06/23)
The present invention is directed to methods of forming olefins, especially linear alpha olefins from fatty acids or anhydrides, each method comprising: contacting an amount of precursor carboxylic acid anhydride with a palladium catalyst comprising a bidentate bis-phosphine ligand in a reaction mixture so as to form an olefin in a product with the concomittant formation and removal of CO and water from the reaction mixture, either directly or indirectly, wherein the reaction mixture is maintained with a sub-stoichiometric excess of a sacrificial carboxylic acid anhydride, an organic acid, or both, said sub-stoichiometric excess being relative to the amount of the precursor carboxylic acid anhydride. The precursor carboxylic acid anhydride may be added to the reaction mixture directly or formed in situ by the reaction between at least one precursor carboxylic acid with a stoichiometric amount of the sacrificial acid anhydride.
Palladium-catalyzed decarbonylative dehydration of fatty acids for the production of linear alpha olefins
Liu, Yiyang,Kim, Kelly E.,Herbert, Myles B.,Fedorov, Alexey,Grubbs, Robert H.,Stoltz, Brian M.
supporting information, p. 130 - 136 (2014/03/21)
A highly efficient palladium-catalyzed decarbonylative dehydration reaction of carboxylic acids is reported. This method transforms abundant and renewable even-numbered natural fatty acids into valuable and expensive odd-numbered alpha olefins. Additionally, the chemistry displays a high functional group tolerance. The process employs a low loading of palladium catalyst and proceeds under solvent-free and relatively mild conditions.
Iron-catalyzed decarbonylation reaction of aliphatic carboxylic acids leading to α-olefins
Maetani, Shinji,Fukuyama, Takahide,Suzuki, Nobuyoshi,Ishihara, Daisuke,Ryu, Ilhyong
scheme or table, p. 2552 - 2554 (2012/03/26)
The catalytic decarbonylation reaction of aliphatic carboxylic acids can be carried out in the presence of an iron complex, and it proceeds smoothly to give α-olefins with high selectivity. The Royal Society of Chemistry 2012.
Iron-catalyzed cross-coupling of alkyl halides with alkenyl Grignard reagents
Guerinot, Amandine,Reymond, Sebastien,Cossy, Janine
, p. 6521 - 6524 (2008/09/16)
(Chemical Equation Presented) Cheap and safe: An iron-catalyzed cross-coupling reaction between alkyl halides and alkenyl Grignard reagents is described. This C-C bond coupling reaction is promoted by the cheap and nontoxic FeCl3 and displays good tolerance against various functional groups.
The reaction of thionitrites with Barton esters: A convenient free radical chain reaction for decarboxylative nitrosation
Girard, Pierre,Guillot, Nadine,Motherwell, William B.,Hay-Motherwell, Robyn S.,Potier, Pierre
, p. 3573 - 3584 (2007/10/03)
Tertiary thionitrite esters react with primary and secondary O-acyl derivatives of N-hydroxy-2-thiopyridone to give trans nitroso dimers as the principal products of a free radical chain reaction.
Observations on the Reaction of O-Acylthiohydroxamates with Thionitrite Esters: a Novel Free Radical Chain Reaction for Decarboxylative Amination
Girard, Pierre,Guillot, Nadine,Motherwell, William B.,Potier, Pierre
, p. 2385 - 2386 (2007/10/03)
Treatment of primary and secondary O-acyl derivatives of N-hydroxy-2-thiopyridone with thionitrite esters gives trans nitroso dimers in a free radical chain reaction.
