- Multiple bonds between main group elements and transition metals, 155. (hexamethylphosphoramide) methyl(oxo) bis(η2-peroxo) rhenium(vii), the first example of an anhydrous rhenium peroxo complex: Crystal structure and catalytic properties
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Methyl(oxo)bis(η2-peroxo)rhenium(VII) 1, the active species of the system CH3ReO3/H2O2 in the catalytic oxidation of different organic and organometallic compounds, is stabilized by a water molecule attached to the rhenium center. This water molecule can be removed and substituted by hexamethylphosphoramide (HMPA) to yield (hexamethylphosphoramide)methyl(oxo)bis(η2-peroxo)rhenium(VII) (3). The synthesis, crystal structure (X-ray diffraction study), and catalytic properties of which compound are reported. Crystal data are as follows: monoclinic, space group P21/n, a = 900.76(7) pm, b = 1229.80(11) pm, c = 1318.57(11) pm, β = 90.251(7)°, Rw = 0.034 for 1878 reflections. The catalytic properties of compound 3 in the oxidation of olefins with H2O2 are similar to those of 1.
- Herrmann, Wolfgang A.,Correia, Joao D.G.,Artus, Georg R.J.,Fischer, Richard W.,Romao, Carlos C.
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Read Online
- Aromatic compound hydrogenation and hydrodeoxygenation method and application thereof
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The invention belongs to the technical field of medicines, and discloses an aromatic compound hydrogenation and hydrodeoxygenation method under mild conditions and application of the method in hydrogenation and hydrodeoxygenation reactions of the aromatic compounds and related mixtures. Specifically, the method comprises the following steps: contacting the aromatic compound or a mixture containing the aromatic compound with a catalyst and hydrogen with proper pressure in a solvent under a proper temperature condition, and reacting the hydrogen, the solvent and the aromatic compound under the action of the catalyst to obtain a corresponding hydrogenation product or/and a hydrodeoxygenation product without an oxygen-containing substituent group. The invention also discloses specific implementation conditions of the method and an aromatic compound structure type applicable to the method. The hydrogenation and hydrodeoxygenation reaction method used in the invention has the advantages of mild reaction conditions, high hydrodeoxygenation efficiency, wide substrate applicability, convenient post-treatment, and good laboratory and industrial application prospects.
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Paragraph 0094-0097; 0100-0104
(2021/05/29)
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- Selective phenol hydrogenation under mild condition over Pd catalysts supported on Al2O3 and SiO2
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Cyclohexanone (CHONE) is the key intermediate in the manufacture of nylon-6 and nylon-66. Selective hydrogenation of phenol into CHONE was investigated over Pd/SiO2 and Pd/Al2O3. The results show that the yield of CHONE reaches 98% or more over Pd/Al2O3 and Pd/SiO2 at 333?K under atmospheric pressure in cyclohexane solvent. High activity of Pd/Al2O3 is promoted by Lewis acidity, and phenol can be converted 100% within 300?min. The hydrogenation of CHONE occurs until the conversion of phenol approaches completion. Pd/SiO2 with smaller Pd nano-particles presents higher selectivity. For polar solvent, such as ethanol and dichloromethane, the activity of Pd catalysts decreases greatly. Auxiliary experiments verify that phenol adsorbs on Pd catalysts via the formation of π–c with an aromatic ring. Increased hydrogen pressure not only promotes significantly the rates of hydrogenation, but also increases the selectivity for CHONE, especially over Pd/SiO2-1 catalyst.
- Li, Xinzheng,Cheng, Ling,Wang, Xingyi
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p. 1249 - 1262
(2019/02/24)
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- Synthesis method of tert-butyl cyclohexyl ethyl carbonate spice
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The invention discloses a synthesis method of tert-butyl cyclohexyl ethyl carbonate spice and relates to the technical field of fine chemical engineering. The synthesis method includes: using phenol and tert-butanol as starting raw materials for alkylation reaction, hydrogenating, being in acetylation reaction with diethyl carbonate to generate tert-butyl cyclohexyl ethyl carbonate. The synthesismethod is easy-to-get in raw material and high in yield, a ratio of o-tert-butyl phenol and p-tert-butyl phenol generated by reaction of phenol and tert-butanol reaches 7:3, and p-tert-butyl phenol which is a byproduct can generate iris ester for use after being hydrogenated and esterified; the spice is high in purity and pure and gentle in fragrance and meets flavoring requirements of essence andspice.
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Paragraph 0025; 0035-0037
(2018/03/26)
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- Production method of tertiary butyl cylcohexyl ethyl carbonate synthetic perfume
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The invention discloses a production method of a tertiary butyl cylcohexyl ethyl carbonate synthetic perfume and relates to the technical field of fine chemical production. The production method provided by the invention comprises the following steps of by taking phenol and tert-butyl alcohol as starting materials to perform alkylation reaction, then performing hydrogenation on a reactant, and performing acetylation reaction on the reactant and diethyl carbonate to produce tertiary butyl cylcohexyl ethyl carbonate, wherein the raw materials are available, the yield is high, the proportion of o-tert butylphenol produced by reaction of the phenol and the tert-butyl alcohol and p-tert-butylphenol reaches 7 to 3, an iris ester product can be obtained after performing hydrogenation and esterification on the p-tert-butylphenol as a by-product and is put to use. The production method is strong in controllability of technological parameters, good in repeatability and simplified in operation; and a product is high in purity, pure and gentle in fragrance and accords with the flavor blending requirements for an essence perfume.
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Paragraph 0041-0051
(2018/03/24)
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- Upgrading of aromatic compounds in bio-oil over ultrathin graphene encapsulated Ru nanoparticles
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Fast pyrolysis of biomass for bio-oil production is a direct route to renewable liquid fuels, but raw bio-oil must be upgraded in order to remove easily polymerized compounds (such as phenols and furfurals). Herein, a synthesis strategy for graphene encapsulated Ru nanoparticles (NPs) on carbon sheets (denoted as Ru@G-CS) and their excellent performance for the upgrading of raw bio-oil were reported. Ru@G-CS composites were prepared via the direct pyrolysis of mixed glucose, melamine and RuCl3 at varied temperatures (500-800 °C). Characterization indicated that very fine Ru NPs (2.5 ± 1.0 nm) that were encapsulated within 1-2 layered N-doped graphene were fabricated on N-doped carbon sheets (CS) in Ru@G-CS-700 (pyrolysis at 700 °C). And the Ru@G-CS-700 composite was highly active and stable for hydrogenation of unstable components in bio-oil (31 samples including phenols, furfurals and aromatics) even in aqueous media under mild conditions. This work provides a new protocol to the utilization of biomass, especially for the upgrading of bio-oil.
- Shi, Juanjuan,Zhao, Mengsi,Wang, Yingyu,Fu, Jie,Lu, Xiuyang,Hou, Zhaoyin
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supporting information
p. 5842 - 5848
(2016/05/24)
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- Catalytic hydrogenation of aromatic rings catalyzed by Pd/NiO
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A simple and efficient heterogeneous palladium catalyst was prepared for aromatic ring hydrogenation. The catalyst was prepared by a reduction-deposition method and exhibited high activity and selectivity for the hydrogenation of a variety of substituted aromatic compounds to the corresponding cyclohexane and cyclohexanol derivatives with up to 99% yields. The catalyst was characterized by BET, TEM, XRD, XPS and ICP. Meanwhile the reusability of the catalyst was investigated, and it can be reused for several runs without significant deactivation.
- Wang, Yanan,Cui, Xinjiang,Deng, Youquan,Shi, Feng
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p. 2729 - 2732
(2014/01/06)
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- Facile synthesis of c/s-2-alkyl-3-trialkylsilyloxycycloalkanones via the non-aldol aldol rearrangement of 2,3-epoxycycloalkanols
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Silyl triflate-promoted rearrangement of c/s-2,3-epoxycycloalkanols A, prepared by epoxidation of the cyclic allylic alcohol and then sllylatlon, afforded good yields (~70-75%) of the c/s-2-alkyl-3-silyloxycycloalkanones B, presumably via the intermediates C and D, even with quite large α-substituents, e.g., terf-butyl. Finally, it has been shown that the stereochemistry of the epoxy alcohol is crucial as one would expect from the mechanism.
- Jung, Michael E.,Allen, Damian A.
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supporting information; experimental part
p. 2039 - 2041
(2009/04/18)
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- Transfer hydrogenation of ketones with 2-propanol and Raney nickel
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Raney nickel in refluxing 2-propanol containing a trace of HCl is an effective catalytic system for the reduction of ketones to secondary alcohols. Copyright Taylor & Francis Group, LLC.
- Mebane, Robert C.,Holte, Kimberly L.,Gross, Benjamin H.
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p. 2787 - 2791
(2008/02/12)
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- Process for producing optically active compound
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A process for producing an optically active compound based on the hydrolysis of an alkenyl ester compound or the cleavage of an alkenyl ether compound. The process uses neither an acidic compound nor a basic compound, and rectants can be reacted in a high concentration. It does not necessitate a buffer, nutrient, etc. unlike enzymatic reactions or reactions using a microorganism. It is a simple process which attains a satisfactory production efficiency. The process, which is for producing an optically active carboxylic acid or optically active alcohol represented by the general formula (VI): (wherein R1, R2, and R3 are different groups; and A represents methylene, carbonyl, or a single bound), is characterized by causing water to act on an alkenyl ester or alkenyl ether represented by the general formula (I): (wherein R4, R5, and R6 each represents hydrogen, alkyl, etc.) in the presence of a specific transition metal complex having an optically active ligand.
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Page/Page column 7
(2008/06/13)
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- Compounds having protected hydroxy groups
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The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.
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- Selective removal of silyl protecting groups from hydroxyl functions with ammonium chloride in aqueous acetonitrile
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Silyl ethers are efficiently hydrolyzed to their corresponding alcohols with NH4Cl in aqueous acetonitrile. Benzylic, secondary and tert-trimethyl silyl ethers are readily cleaved at room temperature, whereas deprotection of primary and some crowded secondary trimethyl silyl ethers takes place at 80°C.
- Shaabani, Ahmad,Karimi, Ali Reza,Alamshahi, Ali Reza
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p. 1972 - 1974
(2007/10/03)
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- PERFUME COMPOSITION
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A perfume composition contains specified ketones, salicylates and alcohols/acetates/propionates. Use of such a perfume composition inhibits development of human body malodour. The combination of specified materials makes it possible to avoid inclusion of individual components with powerful, unacceptable odours. The perfume composition may be used in various products notably in a fabric conditioning product used during the rinsing or tumble drying of fabrics after washing to soften the fabrics.
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- Practical reduction of carbonyl compounds with NaBH4 and silica gel in an aprotic solvent
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Selective and high-yielding synthesis of alcohols can be easily achieved by the reduction of a variety of ketones and aldehydes with a combination of inexpensive and readily available laboratory reagents, NaBH4 and silica gel, in hexane under mild and neutral conditions.
- Yakabe, Shigetaka,Hirano, Masao,Morimoto, Takashi
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p. 295 - 302
(2007/10/03)
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- Simple Reduction of Various Ketones with Sodium Tetrahydroborate and Alumina in Hexane
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A combination of NaBH4 and alumina preloaded with a small amount of water is a highly efficient reducing agent for cycloalkanones, substituted cyclohexanones and unsaturated and aromatic ketones in hexane, affording the corresponding alcohols in excellent yields under mild conditions (20-60°C).
- Yakabe, Shigetaka,Hirano, Masao,Clark, James H.,Morimoto, Takashi
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p. 322 - 323
(2007/10/03)
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- Perfume compositions
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A perfume composition contains at least 50% by weight of materials which fall into five categories defined by structure, and molecular weight. Amounts of material within each category fall within specified ranges of percentage of the whole composition. Two categories, ethers and salicylates, must be present. At least two of the remaining three categories, which are alcohols, acetate/propionate esters and methyl aryl ketones, must also be present. The compositions enable good levels of deodorant activity to be achieved along with consumer-acceptable fragrance.
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- Deodorant compositions
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The invention provides a deodorant composition suitable for topical application to the human skin, comprising a composition of fragrance materials which have a Deodorant Value greater than 0.25, as measured by the Deodorant Value Test, and an inorganic deodorant active material, in a cosmetically suitable vehicle.
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- Alpha-(alkylcyclohexyloxy)-beta-alkanols and perfume compositions containing the same
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An α-(alkylcyclohexyloxy)-β-alkanol of formula (1) STR1 wherein at least one of R1, R2, R3, R4, and R5 is the group STR2 wherein R9 and R10 are the same or different alkyl groups having 1 to 4 carbon atoms or are coupled with each other to form a cycloalkyl group, and R11 is a hydrogen atom or an alkyl group having 1 to 4 carbons or is a hydrogen atom when R9 and R10 form the cycloalkyl group, and the remaining R1, R2, R3, R4 and R5 groups are hydrogen atoms or methyl groups, and wherein R6, R7 and R8 are hydrogen atoms or the same or different alkyl groups having 1 to 6 carbon atoms.
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