2049-80-1Relevant academic research and scientific papers
Reaction of tetracarbonyl(π-allyl)manganese with carbon nucleophiles
Vaughan, William S.,Gu, Henry H.,McDaniel, Keith F.
, p. 1885 - 1888 (1997)
Nucleophilic attack on tetracarbony (π-allyl)manganese takes place at the terminus of the π-system, generating allylated products in 44-95% yield after oxidation. Stabilized nucleophiles (pK(a) 12-20) give mainly bis allylation whereas nonstabilized nucleophiles (pKa 25-35) give mono allylation.
Tsuji-Trost allylation of CH acids in supercritical carbon dioxide: Advantages and problems
Vasil'ev, Andrei A.,Kuchurov, Ilya V.,Zlotin, Sergei G.
, p. 84 - 85 (2013)
The Pd(PPh3)4-catalyzed reaction between α-cyano or β-oxo carboxylates and allyl acetate in supercritical carbon dioxide with the K2CO3-18-crown-6 system as a base affords exhaustive allylation products in high yields, whereas malononitrile and acetylacetone of higher CH acidity form the mixtures of mono- and diallylated derivatives in moderate yields.
Reactions d'alkylation de Fe(CO)2(NO) (η3-propenyl) par des nucleophiles carbones. Nature de l'intermediaire reactionnel
Roustan, Jean-Louis A.,Houlihan, Francois
, p. 215 - 220 (1988)
Decomposition of the intermediate resulting from the reaction of Fe(CO)2(NO)(η3-propenyl) (1) with a nucleophile -CH(CO2Et) (A) (2i A=CO2Et, i=1; A=CN, i=2) has been carried out under a variety of conditions using in particular two nucleophiles added, respectively, before and after the formation of the intermediate.The composition of the mixture of alkylation products obtained suggests that reaction of 1 with 2i is reversibly by complexation of the nucleophile with a concomitant η3 to η1 conversion of the allyl ligand.
Nickel-Catalysed Bis-Allylation of Activated Nucleophiles with Allyl Alcohol
Blieck, Rémi,Azizi, Mohamed Salah,Mifleur, Alexis,Roger, Maxime,Persyn, Clément,Sauthier, Mathieu,Bonin, Hélène
, p. 1194 - 1198 (2016)
Nickel-based catalysis allows the efficient bis-allylation of soft nucleophiles with allylic alcohols. The reaction is best promoted by a combination of Ni(cod)2 (cod = cyclooctadienyl) and diphenylphosphinobutane under additive-free conditions. Alternatively, nickel(II) precursors can be used provided that a reductant is used to generate the nickel(0) species. The NiCl2/Zn combination is particularly simple, and can advantageously replace the use of the more air-sensitive Ni(cod)2 precursor. The scope of the reaction was studied with nucleophiles and allylic derivatives suitable for bis-allylation reactions.
2-Functionalized allyl tris(trimethylsilyl)silanes as radical-based allylating agents
Chatgilialoglu, Chryssostomos,Ferreri, Carla,Ballestri, Marco,Curran, Dennis P.
, p. 6387 - 6390 (1996)
Radical allylations with 2-functionalized allyl tris(trimethylsilyl)silanes occur under mild conditions in good to excellent yield provided that the radical precursor and the silane have the appropriate electronic pairing. These reactions offer tin-free alternatives for transformations that are currently conducted with allyl stannenes.
Synthesis and bactericidal evaluation of imide N-halamine-loaded PMMA nanoparticles
Dong, Qigeqi,Cai, Qian,Gao, Yangyang,Zhang, Shiqi,Gao, Ge,Harnoode, Chokto,Morigen,Dong, Alideertu
, p. 1783 - 1791 (2015)
Imide N-halamine-loaded poly(methyl methacrylate) nanoparticles (PMMA) based on barbituric acid were synthesized as novel antimicrobial agents using radical copolymerization. Evidence for loading imide N-halamine on PMMA nanoparticles has been inferred from different techniques like 1H NMR, FTIR, TEM, SEM, and XPS analyses. The sterilizing effect of the products on bacterial strains was systematically evaluated by selecting Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa as model pathogenic bacteria. The zone of inhibition study and the spread plate technique suggested that the imide N-halamine-loaded PMMA nanoparticles possessed powerful bactericidal activity towards both Gram-positive and Gram-negative bacteria. The effects of contact period, N-halamine structure, particle size, and chlorine content on biocidal efficiency were investigated as well. Long-term stability of the imide N-halamine-loaded PMMA nanoparticles was also confirmed as a function of storage period.
Iron-catalyzed allylic alkylation
Ladoulis, Sandra J.,Nicholas, Kenneth M.
, p. C13-C16 (1985)
Diiron nonacarbonyl has been found to promote the catalytic coupling of allylic acetates with malonate ion in good yields. Preliminary results on the regioselectivity of these reactions argue against a mechanism involving direct nucleophilic attack on either (η3-allyl)Fe(CO)4+ or (η2-allyl acetate)Fe(CO)4 complexes.
Phase-transfer Tsuji—Trost allylation of CH-acids with the assistance of palladium complexes with bidentate PIII—N—PIII ligands
Vasil′ev,Aladzheva,Bykhovskaya
, p. 661 - 665 (2017)
The Tsuji—Trost allylation of CH acids, in particular, those of the YCH2CO2Et type (Y = CO2Et, C(O)Me, CN), with allylic acetates in the K2CO3—DMF system in the presence of palladium catalysts with ligands RN(PPh2)2 (R = Ph, Pri, c-C6H11) is accomplished.
REACTION OF ALLYLIC ARSENITES WITH LOW VALENT TRANSITION METAL COMPLEXES
Lu, Xiyan,Lu, Ling
, p. 285 - 290 (1986)
Three reactions were carried out to study the reactions of triallyl arsenite with zero-valent palladium and platinum complexes: (i) the reaction of triallyl arsenite with nucleophiles using Pd(PPh3)4 as catalyst; (ii) the preparation of the ?-allylplatinum complex from triallyl arsenite and (iii) the reaction of deuterium-labelled triallyl arsenite with Pd(PPh3)4.The mechanisms of the above reactions are briefly discussed.
Silicon-Controlled Allylation of 1,3-Dioxo Compounds by Use of Allyltrimethylsilane and Ceric Ammonium Nitrate
Hwu, Jih Ru,Chen, Chung Nan,Shiao, Shui-Sheng
, p. 856 - 862 (1995)
A new method was developed for allylation of 1,3-diketones, β-keto esters, and malonates.Treatment of those 1,3-dioxo compounds with allyltrimethylsilane (1.3 equiv) in the presence of ceric ammonium nitrate (2.1 equiv) in methanol at room temperature often gave the mono-C-allylated products in good to excellent yields (74-98percent).These reactions, involving β-carboradical and β-carbocationic intermediates, were controlled by a silyl group.Replacement of ceric ammonium nitrate and methanol with manganese(III) acetate (2.4 equiv) and acetic acid afforded silicon-containing dihydrofurans in high yields at 80 deg C.
