- Structurally uniform 1-hexene, 1-octene, and 1-decene oligomers: Zirconocene/MAO-catalyzed preparation, characterization, and prospects of their use as low-viscosity low-temperature oil base stocks
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An original approach to α-olefin oligomerization as well as novel thermally stable zirconocene catalysts for use in such reactions has been elaborated. The method reported allows the achievement of fractions of lightweight α-olefin oligomers up to 90% yields without considerable formation of byproducts like internal alkenes, alkanes, and higher oligomers. Trimers, tetramers, and pentamers of 1-hexene, 1-octene, and 1-decene were isolated as individual compounds and were hydrogenated. Viscosity characteristics of the isolated saturated and unsaturated hydrocarbons have been studied at various temperatures. The isolated saturated oligomers of 1-octene and 1-decene outperform the traditional electrophilic oligomerization products in terms of viscosity indexes, pour points, and low-temperature viscosity.
- Nifant'ev, Ilya E.,Vinogradov, Alexander A.,Vinogradov, Alexey A.,Sedov, Igor V.,Dorokhov, Viktor G.,Lyadov, Anton S.,Ivchenko, Pavel V.
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- Synthesis and characterization of AlCl3 impregnated molybdenum oxide as heterogeneous nano-catalyst for the Friedel-Crafts acylation reaction in ambient condition
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Aluminum trichloride (AlCl3) impregnated molybdenum oxide heterogeneous nano-catalyst was prepared by using simple impregnation method. The prepared heterogeneous catalyst was characterized by powder X-ray diffraction, FT-IR spectroscopy, solid-state NMR spectroscopy, SEM imaging, and EDX mapping. The catalytic activity of this protocol was evaluated as heterogeneous catalyst for the Friedel-Crafts acylation reaction at room temperature. The impregnated MoO4(AlCl2)2 catalyst showed tremendous catalytic activity in Friedel-Crafts acylation reaction under solvent-free and mild reaction condition. As a result, 84.0% yield of acyl product with 100% consumption of reactants in 18 h reaction time at room temperature was achieved. The effects of different solvents system with MoO4(AlCl2)2 catalyst in acylation reaction was also investigated. By using optimized reaction condition various acylated derivatives were prepared. In addition, the catalyst was separated by simple filtration process after the reaction and reused several times. Therefore, heterogeneous MoO4(AlCl2)2 catalyst was found environmentally benign catalyst, very convenient, high yielding, and clean method for the Friedel-Crafts acylation reaction under solvent-free and ambient reaction condition.
- Jadhav, Arvind H.,Chinnappan, Amutha,Hiremath, Vishwanath,Seo, Jeong Gil
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p. 8243 - 8250
(2015/11/27)
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- A chemoselective α-aminoxylation of aryl ketones: a cross dehydrogenative coupling reaction catalysed by Bu4NI
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Tetrabutyl ammonium iodide (TBAI) catalyzed α-aminoxylation of ketones using aq. TBHP as an oxidant has been accomplished. We have shown that the CDC (cross dehydrogenative coupling) reactions of ketones with N-hydroxyimidates such as N-hydroxysuccinimide (NHSI), N-hydroxyphthalimide (NHPI), N-hydroxybenzotriazole (HOBt) and 1-hydroxy-7-azabenzotriazole (HOAt) lead to the corresponding oxygenated products in good to moderate yields. The application of this method has been demonstrated by transforming a few coupled products into synthetically useful intermediates and products.
- Siddaraju, Yogesh,Prabhu, Kandikere Ramaiah
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supporting information
p. 11651 - 11656
(2015/12/08)
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- Catalyst-controlled regiodivergent C-H borylation of multifunctionalized heteroarenes by using iridium complexes
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The regiodivergent C-H borylation of 2,5-disubstituted heteroarenes with bis(pinacolato)diboron was achieved by using iridium catalysts formed in situ from [Ir(OMe)(cod)]2/dtbpy (cod=1,5-cyclooctadiene, dtbpy: 4,4′-di-tert-butyl-2,2′-bipyridine) or [Ir(OMe)(cod)]2/2 AsPh3. When [Ir(OMe)(cod)]2/dtbpy was used as the catalyst, borylation at the 4-position proceeded selectively to afford 4-borylated products in high yields (dtbpy system A). The regioselectivity changed when the [Ir(OMe)(cod)]2/2 AsPh3 catalyst was used; 3-borylated products were obtained in high yields with high regioselectivity (AsPh3 system B). The regioselectivity of borylation was easily controlled by changing the ligands. This reaction was used in the syntheses of two different bioactive compound analogues by using the same starting material. Minor adjustments, major differences: The regiodivergent C-H borylation of 2,5-disubstituted heteroarenes with bis(pinacolato)diboron was achieved by using iridium catalysts formed in situ from [Ir(OMe)(cod)]2/dtbpy (cod=1,5-cyclooctadiene, dtbpy: 4,4'-di-tert-butyl-2,2'-bipyridine) or [Ir(OMe)(cod)]2/2 AsPh3 (see scheme).
- Sasaki, Ikuo,Taguchi, Jumpei,Hiraki, Shotaro,Ito, Hajime,Ishiyama, Tatsuo
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supporting information
p. 9236 - 9241
(2015/06/16)
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