- Effective deoxygenation of fatty acids over Ni(OAc)2 in the absence of H2 and solvent
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Different metal acetate salts were systematically examined for the catalytic deoxygenation of stearic acid in the absence of H2 and solvent for the first time. Ni(OAc)2 exhibited the highest activity with 62% yield achieved at 350°C for 4.5 h with only 1 mol% (0.2 wt%) of the catalyst. Even with 0.25 mol% (0.05 wt%) catalyst, around 28% yield was achieved within 2 h at 350°C with 89% selectivity to C17 hydrocarbons. The activity based on C17 yields per Ni was 14.5 mol mol-1 h-1, considerably higher than that in previous reports. The catalytically active species were identified to be in situ generated Ni nanoparticles (8-10 nm) formed from the decomposition of the metal precursor with stearic acid as a stabilizer. A new reaction pathway of alkane formation from stearic acid via anhydride intermediate decarbonylation under an inert gas atmosphere was proposed. The excellent stability of the catalyst was demonstrated by re-adding a substrate to the system, during which the activity remained constant through four consecutive runs. The novel catalytic system was found to be applicable to a range of fatty acids and triglycerides with varying activities.
- Li, Wenjing,Gao, Yongjun,Yao, Siyu,Ma, Ding,Yan, Ning
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p. 4198 - 4205
(2015/08/11)
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- Sequential removal of photolabile protecting groups for carbonyls with controlled wavelength
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(Chemical Equation Presented) A group of robust and easy-to-make photolabile protecting groups (PPGs) for carbonyl compounds has been developed. Sequential removal of different PPGs is achieved via control of irradiation wavelength.
- Wang, Pengfei,Wang, Yun,Hu, Huayou,Spencer, Cierra,Liang, Xing,Pan, Lurong
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p. 6152 - 6157
(2008/12/22)
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- Application of the excited state meta effect in photolabile protecting group design
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A novel photolabile protecting group for carbonyl compounds has been developed, based on the excited state meta effect.
- Wang, Pengfei,Hu, Ayou,Wang, Yun
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p. 2831 - 2833
(2008/02/07)
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- Synthesis of modified Weinreb amides: N-tert-butoxy-N-methylamides as effective acylating agents
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An efficient preparation of N-methyl-O-tert-butylhydroxylamine hydrochloride has been settled, which allowed the synthesis of modified Weinreb amides. Nucleophilic addition of organolithium and Grignard reagents on these N-tert-butoxy-N-methylamides afforded efficiently the corresponding ketones and reduction with DIBAL furnished the corresponding aldehydes in good yields up to 97%.
- Labeeuw, Olivier,Phansavath, Phannarath,Genêt, Jean-Pierre
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p. 7107 - 7110
(2007/10/03)
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- 2-Hydroxy-4-oxohenicosan-1-yl Acetate. Its presence in avocado and its simple chemistry
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The title compound (1b) is present in avocado leaves. Simple chemistry of the compound is described. CSIRO 2000.
- Carman, Raymond M.,Duffield, Alan R.,Handley, Paul N.,Karoli, Tomislav
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p. 191 - 194
(2007/10/03)
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- Diazo decomposition in the presence of tributyltin hydride. Reduction of α-diazo carbonyl compounds
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The diazo group of a series of α-diazo carbonyl compounds can be reduced to the corresponding CH2 group by Bu3SnH under Cu(acac)2-catalytic or photochemical conditions. The mechanistic aspects of this reaction were investigated in some detail, and a possible reaction pathway was discussed. (C) 2000 Elsevier Science Ltd.
- Tan, Zhongping,Qu, Zhaohui,Chen, Bei,Wang, Jianbo
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p. 7457 - 7461
(2007/10/03)
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- N-METHOXY-N-METHYLAMIDES AS EFFECTIVE ACYLATING AGENTS
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Readily preparable N-methoxy-N-methylamides couple in good yields with Grignard and organolithium reagents to produce ketones, and are reduced with hydrides to afford aldehydes.
- Nahm, Steven,Weinreb, Steven M.
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p. 3815 - 3818
(2007/10/02)
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- Process for the manufacture of ketones
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Ketones are prepared by reacting carboxylic acid halides, in particular carboxylic acid chlorides, with aluminum-alkyl compounds, optionally in the presence of an aluminum trihalide, in methylene chloride as the solvent, at a temperature between about 20° and about 100° C., preferably between about 30° and about 60° C., more preferably of about 40° C. which is the reflux temperature of the methylene chloride. When operating at a temperature above approximately 40° C., pressure higher than atmospheric is applied. The reaction mixture is worked up in usual manner, suitably by decomposition with water followed by distillation.
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