14506-33-3Relevant articles and documents
AgOAc-catalyzed aldehyde allylation using allyldimethyl(2-pyridyl)silane
Itami, Kenichiro,Kamei, Toshiyuki,Mineno, Masahiro,Yoshida, Jun-Ichi
, p. 1084 - 1085 (2002)
Silver salts having relatively strong Ag-O bond were found to promote the allylation of aldehydes with allyldimethyl(2-pyridyl)silane. Catalytic allylation is also possible when AgOAc was employed. A novel cooperative activation of allyl(2-pyridyl)silane has been implicated from several control experiments.
Aerosol-spraying synthesis of periodic mesoporous organometalsilica spheres with chamber cavities as active and reusable catalysts in aqueous organic reactions
Zhang, Fang,Kang, Chunmei,Wei, Yongyi,Li, Hexing
, p. 3189 - 3197 (2011)
Organometal-bridged periodic mesoporous catalysts with uniform spheres containing cavities in chambers were synthesized by rapid aerosol-spray assisted co-condensation between organometallic silane and tetraethoxysilane (TEOS) in the presence of cetyltrimethyl ammonium bromide (CTAB) and NaCl double templates. The as-prepared M-PPh2-PMO(H) catalysts (M = Pd 2+, Rh+ and Ru2+) were used in various water-medium organic reactions with the aim of diminishing environmental pollution from organic solvents. These catalysts exhibited high catalytic activities and selectivities owing to the high surface area, the uniform distribution of active sites, the ordered mesoporous channels and especially, the cavities as microreactors which facilitated the diffusion and adsorption of organic reactants. Meanwhile, they also displayed strong durability and could be used repeatedly owing to the organometals incorporated into silica walls and the presence of chamber cavities which could effectively protect the ordered mesoporous structure from damage and also inhibit the leaching of active sites.
Periodic mesoporous organosilica grafted palladium organometallic complex: Efficient heterogeneous catalyst for water-medium organic reactions
Huang, Jianlin,Zhang, Fang
, p. 767 - 773 (2010)
Water-medium organic reactions were studied over periodic mesoporous silica (PMO) containing Pd(II) organometallic complex. This heterogeneous catalyst was achieved by Pd(II) compound coordinated with the PPh2-ligand onto the pore surface of ph
Barbier-type addition of alkyl halides to aldehydes promoted by pentacarbonyliron
Vasil'Eva,Mysova,Chakhovskaya,Terent'Ev
, p. 1014 - 1017 (2002)
The yield and structure of products of the Barbier-type addition of alkyl halides (perfluorobutyl iodide, allyl bromide, allyl iodide, and hexyl iodide) to para-substituted benzaldehydes in the presence of pentacarbonyliron are essentially determined, on the one hand, by the ability of alkyl halide to be reduced to carbanion and, on the other, by the electrophilicity of the aldehyde reaction center which in turn depends on the nature of para-substituent in the aromatic ring.
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Smith,G.G.,Voorhees,K.J.
, p. 2182 - 2185 (1970)
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Nitrogen-Doped Carbon-Incarcerated Zinc Electrodes as Heterogeneous Catalysts for Electrochemical Allylation of Carbonyl Compounds
Masuda, Ryusuke,Yasukawa, Tomohiro,Yamashita, Yasuhiro,Kobayashi, Shū
, p. 3453 - 3460 (2022/02/23)
Electrochemical allylation reactions of carbonyl compounds using cathodes prepared from nitrogen-doped carbon (NDC)-incarcerated zinc catalysts have been developed. A range of aldehydes and ketones afforded the desired allylic alcohols in high yields with 10 mol % zinc leaching, and the heterogeneous nature of the active species was suggested. Compared with bulk zinc electrodes, NDC-stabilized zinc nanoparticle species were compatible with a broader range of heteroaromatic substrates and enabled the use of an undivided cell.
Catalytic Photoredox Allylation of Aldehydes Promoted by a Cobalt Complex
Gualandi, Andrea,Rodeghiero, Giacomo,Perciaccante, Rossana,Jansen, Thomas Paul,Moreno-Cabrerizo, Cristina,Foucher, Charles,Marchini, Marianna,Ceroni, Paola,Cozzi, Pier Giorgio
supporting information, p. 1105 - 1111 (2021/01/04)
The preparation of homoallylic alcohols by addition of organometallic allyl compounds to carbonyls is an important strategy in organic chemistry. Allylating organometallic cobalt species can be generated employing stoichiometric quantities of Zn acting as reductant. To avoid the employment of stoichiometric amount of Zn, we have developed an allylation reaction of aromatic and aliphatic aldehydes promoted by photoredox catalysis in the presence of a cobalt complex, and we present herein a full account of our research. In the presence of the abundant CoBr2 (10 mol %), 4,4′-di-tert-butyl-2,2′-dipyridyl (dtbbpy, 10 mol %), allyl acetate (3 equiv.), [Ir(dtbbpy)(ppy)2]PF6 (ppy=2-phenylpyridine, 2 mol %), and N,N-diisopropylethylamine (4 equiv.), an allylation of aldehydes is taking place, in moderate to good yields. Substrates scope, limitations, and photophysical investigations of this new process are reported. (Figure presented.).