60437-21-0Relevant articles and documents
PALLADIUM-CATALYZED DECARBONYLATION OF FATTY ACID ANHYDRIDES FOR THE PRODUCTION OF LINEAR ALPHA OLEFINS
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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.
Alkylidenation of carbonyl compounds with gem-dizincioalkanes mediated with titanium dichloride
Matsubara, Seijiro,Mizuno, Tsuyoshi,Otake, Tasuyuiki,Kobata, Masami,Utimoto, Kiitiro,Takai, Kazuhiko
, p. 1369 - 1371 (2007/10/03)
Olefination of carbonyl compounds with gem-dizincio-alkanes, bis(iodozincio)methane, 1,1-bis(iodozincio)ethane, and bis(bromozincio)methyltrimethylsilane, afforded the corresponding olefins in good to excellent yields.
Photochemistry of macrocyclic ketones within zeolites: Competition between norrish type I and type II reactivity
Ramamurthy,Lei, Xue-Gong,Turro, Nicholas J.,Lewis, Thillairaj J.,Scheffer, John R.
, p. 7675 - 7678 (2007/10/02)
Photolysis of macrocyclic mono- and diketones (1 and 2) included in X and Y zeolites gives Norrish type I products in addition to the products obtained via the Norrish type II process, the only observed process in isotropic media. Enhancement of the type I over the type II process is cationdependent and especially large enhancements are obtained with Li and Na as cations. The zeolite effect is attributed to a reduction in the rate of the Norrish type II α-hydrogen abstraction process.
RADICAL REACTIONS OF CARBONYL COMPOUNDS INITIATED BY METAL SALTS AND OXIDES. XIV. RADICAL OXIDATIVE TELOMERIZATION OF ETHYLENE WITH ACETONE
Vinogradov, M. G.,Petrenko, O. N.,Verenchikov, S. P.,Nikishin, G. I.
, p. 626 - 631 (2007/10/02)
The radical telomerization of ethylene with acetone was investigated.The telomeric radicals CH3COCH2(CH2CH2)n-1C.H2CH2 (n=1-5) are oxidized by the metal ions with the formation of unsaturated and acetoxy-substituted ketones.The effect of the nature of metal ion and the solvent (acetic acid, ethyl acetate, ethanol, acetonitrile) on the direction of oxidation of the radicals was studied.It was shown that oxidative telomerization takes place most selectively in the presence of divalent copper ions; here the main products are γ-acetopropyl and γ-acetopropenyl acetates or ω-unsaturated ketones, depending on the reaction conditions.
