124-11-8Relevant articles and documents
Durch Bromirung ausgeloeste Umlagerung tertiaerer Allylalkohole: Der Einfluss eines Fluor-Substituent auf Reactionsgeschwindigkeit und reactionsverlauf
Nagakura, Isao,Savary, Dang Ngoc-Hue,Schlosser, Manfred
, p. 1257 - 1263 (1980)
The allyl alcohol bearing a methyl and a t-butyl group at the hydroxylated position was found to undergo a rearrangement when treated with bromine (or N-bromosuccinimide) in an aqueous medium and to afford a product mixture containing two regioisomeric ketones and one oxirane.Introduction of an additional methyl group or a fluorine atom at the non-terminal olefinic center led to a more selective discrimination between potential migratory groups.As the result of an exclusive t-butyl shift only one product, a ketone, was formed in both cases.Whereas the reaction rate only was slightly affected by the additional methyl group, it was substantually decreased by the fluorine atom.
SYNTHESE A L'AIDE DE SULFONE-XXV. SUBSTITUTION SUR DES SULFONES: L'ANION PHENYLSULFINATE COMME GROUPE PARTANT DANS LA SUBSTITUTION DES SULFONES ALLYLIQUES PAR DES REACTIFS DE GRIGNARD EN PRESENCE DE SELS DE CUIVRE
Julia, Marc,Righini-Tapie, Anne,Verpeaux, Jean-Noel
, p. 3283 - 3288 (1983)
Displacement reactions of the sulphinate anion from sulfones by Grignard reagents with copper catalysis take place readily with allylic sulphones.The regio chemistry and stereochemistry of the reaction are discussed.
Synthesis of 1-nonene from decanoic acid by polymer-bound palladium complexes
Tanaka, Satoshi,Shimizu, Kenji,Yamamoto, Iwao
, p. 1277 - 1278 (1997)
(PhCN)2PdCl2 or Pd(OAc)2 was immobilized on polyorganosiloxane bearing phosphine group as the support The catalytic activity of polymer-bound palladium complex revealed higher activity and selectivity than the homogeneous catalyst for the synthesis of 1-nonene from decanoic acid.
CROSS COUPLING OF ORGANOALUMINUM COMPOUNDS WITH PHENYL ALLYL SULFONE, CATALYZED BY TRANSITION METAL COMPOUNDS
Dzhemilev, U. M.,Ibragimov, A. G.,Minsker, D. L.
, p. 625 - 627 (1984)
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CROSS COUPLING OF DIALKYLMAGNESIUM DERIVATIVES WITH ALLYLIC COMPOUNDS CATALYZED BY COPPER SALTS
Ibragimov, A. G.,Saraev, R. A.,Dzhemilev, U. M.
, p. 199 - 201 (1985)
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Fabrication of Ni3N nanorods anchored on N-doped carbon for selective semi-hydrogenation of alkynes
Shi, Xiaozhen,Wen, Xin,Nie, Shilin,Dong, Jie,Li, Jingde,Shi, Yongqing,Zhang, Huiling,Bai, Guoyi
, p. 22 - 30 (2019/12/26)
Nickel is a highly active catalyst for the semi-hydrogenation of alkynes. However, the low selectivity of the alkene product caused by the over-hydrogenation reaction on Ni has hindered its practical applications. In this work, we report a new nickel nitride (Ni3N)-catalyzed semi-hydrogenation of alkynes to the corresponding alkenes. The Ni3N nanorods were facilely fabricated via a direct pyrolysis of the solid mixture of nickel acetate tetrahydrate and melamine (Mlm). The Ni3N phase in the optimum catalyst (Ni3N/NC-6/5-550) is shown to be effective and stable in the semi-hydrogenation of alkynes, with a high yield and good selectivity for alkenes (Z/E ratios up to >99/1). Both terminal and internal alkynes bearing a broad scope of functional groups are readily converted into alkenes with good chemo- and stereoselectivity. Notably, it was found that the over-hydrogenation can be markedly suppressed even at high conversion of alkyne. Density functional theory (DFT) calculations reveal that the low interaction between the alkene product and the Ni3N might plays a critical role in the selectivity enhancement.
CuPd Nanoparticles as a Robust Catalyst for Electrochemical Allylic Alkylation
Guo, Xuefeng,Lin, Honghong,Muzzio, Michelle,Pang, Huan,Shen, Mengqi,Sun, Shouheng,Wei, Kecheng,Williard, Paul,Yin, Zhouyang,Yu, Chao
supporting information, p. 15933 - 15936 (2020/07/04)
An efficient CuPd nanoparticle (NP) catalyst (3 nm CuPd NPs deposited on carbon support) is designed for catalyzing electrochemical allylic alkylation in water/isopropanol (1:1 v/v) and 0.2 m KHCO3 solution at room temperature. The Pd catalysis was Pd/Cu composition-dependent, and CuPd NPs with a Pd/Cu ratio close to one are the most efficient catalyst for the selective cross-coupling of alkyl halides and allylic halides to form C?C hydrocarbons with product yields reaching up to 99 %. This NP-catalyzed electrochemical allylic alkylation expands the synthetic scope of cross-coupling reactions and can be further extended to other organic reaction systems for developing green chemistry electrosynthesis methods.