- Method for preparing hydrocarbyl phenol by catalytic conversion of phenolic compound in presence of molybdenum-based catalyst
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The invention discloses a method for preparing hydrocarbyl phenol by catalytic conversion of a phenolic compound in the presence of a molybdenum-based catalyst. The method comprises mixing a phenoliccompound, a molybdenum-based catalyst and a reaction solvent, adding the mixture into a sealed reactor, feeding gas into the reactor, heating the mixture to 150-350 DEG C, carrying out stirring for areaction for 0.5-2h, then filtering to remove a solid catalyst and carrying out rotary evaporateion to obtain a liquid product. The phenolic compound has a wide source, a cost is low, product alkyl phenol selectivity is high, an added value is high, alcohol or an alcohol-water mixture is used as a reaction solvent, environmental friendliness is realized, pollution is avoided, any inorganic acids and alkalis are avoided in the reaction process, the common environmental pollution problems in the biomass processing technology are solved, the reaction conditions are mild, the process can be carried out at a low temperature, high-efficiency conversion of the reactants can be realized without consuming hydrogen gas and the method is suitable for large-scale industrial trial production.
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Paragraph 0042-0043; 0070
(2018/04/02)
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- Introducing NacNac-Like Bis(4,6-isopropylbenzoxazol-2-yl)methanide in s-Block Metal Coordination
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Within this work, the field of bulky methanides in metal coordination is exceeded by the synthesis of the versatile and promising bis(4,6-isopropylbenzoxazol-2-yl)methane (7) ligand platform. As an enhancement in this class of ligands, isopropyl (iPr) substituents as steric-demanding groups have been successfully introduced in proximity to the coordination pocket, mimicking the shielding abilities of the ubiquitous NacNac ligand scaffold to improve the steric protection of a coordinated s-block metal cation. A percent buried volume (% Vbur) calculation as well as an electronic structure analysis shades light onto the shielding and electronic abilities of the ligand in comparison to other selected methanides and diketiminates. Upon deprotonation with a variety of different group 1 and 2 metalation agents, a row of novel s-block metal complexes of the parent deprotonated monoanionic ligand 7 was obtained and structurally, as well as spectroscopically, characterized. In particular, in this context, the alkali-metal precursor complexes [Li(THF)2{(4,6-iPr-NCOC6H2)2CH}] (8) and [K{μ-(4,6-iPr-NCOC6H2)2CH}]∞ (9) as well as the alkaline-earth-metal compounds [MgCl(THF)2{(4,6-iPr-NCOC6H2)2CH}] (10) and [M(THF)n{(4,6-iPr-NCOC6H2)2CH}2] [M = Mg, n = 0 (11); M = Ca, n = 1 (12); M = Sr, n = 1 (13); M = Ba, n = 1 (14)] were successfully synthesized. Especially, the latter four exhibit interesting trends in the solid state as well as in solution within the metal series.
- Koehne, Ingo,Graw, Nico,Teuteberg, Thorsten,Herbst-Irmer, Regine,Stalke, Dietmar
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p. 14968 - 14978
(2017/12/26)
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- Syntheses of sterically hindered pyridinium phenoxides as model compounds in nonlinear optics
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Noncentrosymmetric molecules with a π-conjugated system and, among them, push-pull molecules such as pyridinium phenoxide, are a promising new class of materials for applications in optoelectronics due to their nonlinear optical (NLO) properties. Modelling studies have indicated that an increase in the twist angle between the two aromatic rings leads to an enhancement of the NLO properties. In order to confirm this feature experimentally, it was necessary to prepare a series of new hindered pyridinium phenoxides. Their efficient syntheses by Suzuki cross-coupling reactions are described herein. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
- Diemer, Vincent,Chaumeil, Helene,Defoin, Albert,Fort, Alain,Boeglin, Alex,Carre, Christiane
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p. 2727 - 2738
(2007/10/03)
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- Aerobic oxidation of 1,3,5-triisopropylbenzene using N-hydroxyphthalimide (NHPI) as key catalyst
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The first systematic study on the aerobic oxidation of 1,3,5- triisopropylbenzene was examined by the use of N-hydroxyphthalimide (NHPI) as a key catalyst. It was found that 1,3,5-triisopropylbenzene was efficiently oxidized with O2 in the presence of a catalytic amount of NHPI and azobisisobutyronitrile (AIBN) at 75°C. Upon treatment of the resulting products with sulfuric acid followed by acetic anhydride led to 5-acetoxy-1,3-diisopropylbenzene and 3,5-diacetoxy-1-isopropylbenzene as major products and a small amount of 1,3,5-triacetoxybenzene. When t-butylperoxypivalate (BPP) was employed as a radical initiator, the oxidation could be achieved in good yield even at 50°C. This oxidation provides a facile method for preparing phenol derivatives bearing an isopropyl moiety, which can be used as pharmaceutical starting materials.
- Aoki, Yasuhiro,Hirai, Naruhisa,Sakaguchi, Satoshi,Ishii, Yasutaka
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p. 10995 - 10999
(2007/10/03)
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- PROCESS FOR PREPARATION OF 3,5-BISALKYLPHENOLS
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The invention provides a process for producing a 3,5-bisalkylphenol (2) according to the following reaction scheme: (wherein R1 represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, or a hydroxyl-protecting group (other than methyl group); R2 represents a C1 to C5 lower alkyl group or an optionally substituted phenyl group; and each of R3 and R4, which may be identical to or different from each other, represents a lower alkyl group, an aralkyl group, or an aryl group); a carbinol compound (1); and a process for producing the carbinol compound. The production process of the present invention enables efficient and safe production of a variety of 3,5-bisalkylphenols including 3,5-diisopropylphenol, which are important as synthesis intermediates for drugs and agricultural chemicals, in shorter steps at high purity in high yield, thus contributing to consistent supply of drugs and agricultural chemicals.
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- Gaseous-phase dealkylation of phenols by heterogeneous catalysis
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A new process of gaseous-phase dealkylation of alkylphenols by heterogeneous catalysis (NiSO4/Al2O3) through a tubular reactor is described. The process is studied with an experimental design using the de-tert-butylation reaction of 4-tert-butyl-2,6-dimethylphenol as a model, and we show that the process does not noticeably depend on the variation of the experimental conditions. Under optimum conditions, the conversion is 98% and the selectivity 100%. The same process is applied to various alkylphenols to give high conversion and selectivity (generally higher than 95%). Elsevier.
- Yao, Benjamin,Bassus, Jacques,Lamartine, Roger,Gauvrit, Jean-Yves,Lanteri, Pierre,Longeray, Remi
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p. 477 - 480
(2007/10/03)
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- Electro-organic Reactions. Part 18. The Competition between Cleavage at Aryl-Oxygen and at Tetrazol-5-yl-Oxygen Bonds in the Cathodic Reduction of Aryl Tetrazolyl Ethers
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5-Aryloxy-1-phenyltetrazoles are cleaved cathodically in a 2 F mol-1 process.Initial electron transfer is to the tetrazole ring and the compounds cleave predominantly at the tetrazolyl-oxygen bond.An exception is 5-(p-cyanophenoxy)-1-phenyltetrazole which undergoes 1 F mol-1 cleavage to 1-phenyltetrazolone and benzonitrile.Competitive electrolysis of pairs of the tetrazolyl ethers, differently substituted in the aryloxy-ring, allows an estimation of relative rates of cleavage.These rates are found to be roughly related to the pKa values of the corresponding phenols.
- Akbulut, Ural,Toppare, Levent,Utley, James H. P.
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p. 391 - 394
(2007/10/02)
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