112-39-0Relevant articles and documents
A new oxo-sterol derivative from the rhizomes of Costus speciosus
Kumar, Ashish,Chand, Gopi,Agnihotri, Vijai K.
, p. 18 - 22 (2018)
Chemical investigation of the rhizomes of Costus speciosus led to the isolation of a new compound, 22-ketocholesteryl palmitate (1) along with four known compounds, 24-methylenecycloartanol (2), cycloartanol (3), stigmasterol (4) and linoleic acid (5). The structure of new compound was characterised by extensive 1D-, 2D-NMR and mass spectrometry (GC-MS and HR-ESI-MS) techniques.
Efficient conversion of triacylglycerols and fatty acids to biodiesel in a microwave reactor using metal triflate catalysts
Socha, Aaron M.,Sello, Jason K.
, p. 4753 - 4756 (2010)
We report that catalytic quantities of the Lewis acidic metal catalysts scandium triflate and bismuth triflate promote conversion of oleic, linoleic, palmitic and myristic acids and their glyceryl triesters to the corresponding methyl esters (biodiesel) in greater than 90% yield upon microwave heating. Additionally, both catalysts could be recovered and reused in esterification reactions at least six times.
A rapid and sensitive profiling of free fatty acids using liquid chromatography electrospray ionization tandem mass spectrometry (LC/ESI-MS/MS) after chemical derivatization
Mok, Hyuck Jun,Lee, Jae Won,Bandu, Raju,Kang, Hong Seok,Kim, Kyun-Hwan,Kim, Kwang Pyo
, p. 32130 - 32139 (2016)
Free fatty acids (FFAs) have diverse roles in cellular energy and signaling and they are critical molecules in various biological states. Due to the poor ionization efficiency of FFAs under electrospray ionization mass spectrometry (ESI-MS) conditions, it is a challenging aspect to construct a robust platform for profiling of various FFAs in biological samples using liquid chromatography ESI-MS. In the present study, we applied trimethylsilyldiazomethane (TMSD) derivatization to improve ionization efficiencies in the profiling of FFAs. Multiple reaction monitoring (MRM) was used for the selective quantification of methylated FFAs. The optimal TMSD methylation was validated for a reliable FFA profiling. Furthermore, the high-throughput analysis of FFAs was successfully performed in short analysis and derivatization times. To verify the utility and effectiveness of the developed method, we compared both methylation and nonmethylation (intact FFA) data in the profiling of FFAs in mice liver and plasma. It is noteworthy that the methylation derivatization provided better results in FFA profiling. Further, we performed statistical data analysis where HBV and mock mice tissues were discriminated when the methylated FFAs data were used. In the lipidomics field, the present method can also be applied for the profiling of FFAs in biological samples for biomarker discovery. The present validated LC/ESI-MS/MS assay method may also be used for FFA profiling modeling studies in other biomedical samples.
4-Amino-3-pentadecyl-3H-1,2,4-triazole-3-thiones and 3-pentadecyl-1,3,4-oxadiazole-2(3H)-thione for the preparation of dimeric palladium(II) complexes and their applications in Tsuji–Trost and Mizoroki–Heck reactions
Chehrouri, Manel,Othman, Adil A.,Jiménez-Cecilia, Samuel,Moreno-Cabrerizo, Cristina,Sansano, José M.
, p. 1301 - 1307 (2019)
The synthesis of palladium complexes derived from 4-amino-3-pentadecyl-3H-1,2,4-triazole-3-thiones and 3-pentadecyl-1,3,4-oxadiazole-2(3H)-thiones are reported. They were obtained from palladium acetate and dipotassium tetrachloropalladate(II) and their composition was assigned by elemental analysis (solid state). The resulting metallic entities were also characterized in solution based in mass spectrometry experiments. Their application in organic synthesis as cross-coupling reaction catalysts is described. One example of both conventional Tsuji–Trost and Mizoroki–Heck reactions were efficiently carried out in very high chemical yield.
Biodiesel production by acid catalysis with heteropolyacids supported on activated carbon fibers
Alca?iz-Monge, Juan,Trautwein, Guido,Marco-Lozar, Juan Pablo
, p. 432 - 441 (2013)
Different catalysts, based on heteropolyacids supported on activated carbon fibers, have been prepared for palmitic acid esterification reaction. The influence of the catalyst (heteropolyacid) and the support on the catalytic activity have been analyzed. The results prove that an adequate combination of both is required to achieve the most suitable catalysts. Regarding to the heteropolyacid, phosphomolybdic acid seems to be the most suitable appropriate taking into account its lowest leaching. About the support, it must show an optimum microporosity, which must be wide enough to allow the entrance and exit of the reagents and products but not too wide in order to avoid the leaching of the catalyst. In addition, both decreasing of the catalytic activity and its recovery over several cycles have been analyzed.
Super-Hydrophobic, Stable, and Swelling Nanoporous Solid Strong Acid
Wu, Qin,Peng, Jinjun,Kong, Weiping,Zou, Yongcun
, p. 816 - 824 (2017)
Super-hydrophobic solid strong acid with superior thermal stability and unique swelling properties has been synthesized by sulfonation of nanoporous polydivinylbenzene (PDVB) with super-acid of trifluoromethanesulfonic acid (TFMSA). The resultant PDVB–HOSO2CF3 has a well developed system of nanopores, superhydrophobic surface character and strong acid sites, and could be used as a highly efficient solid acid for catalyzing production of biodiesel and fine chemicals via transesterification, esterification and acylation. In terms of activity PDVB–HOSO2CF3 is superior to various solid acids such as SBA-15-SO3CF3, Nafion, Amberlyst 15, SBA-15-Ar-SO3H and H form USY. The preparation of PDVB–HOSO2CF3 offers the way to develop new kind of porous solid acid with strong acid strength and regulated wettability.
Decoration of chitosan microspheres with Br?nsted heteropolyacids and Lewis ion Ti: Trifunctional catalysts for esterification to biodiesel
Tong, Tong,Li, Yiming,Hou, Rui,Wang, Xiaohong,Wang, Shengtian
, p. 42422 - 42429 (2017)
H3PW12O40 is a commonly used Br?nsted acid catalyst in esterification and transesterification reactions to produce biodiesel, whose homogeneous form and single acid sites lead to difficulties in separation and relatively less activity. Herein, the water-insoluble and multifunctional active sites based on H3PW12O40, chitosan and Ti4+ had been fabricated giving H3PW12O40/Ti/chitosan tri-functional hybrids. Such hybrids exhibited higher activity in esterification reactions due to the existence of Br?nsted acid from H3PW12O40, Lewis acid from Ti4+, and base sites from the -NH2 group of chitosan, and all also due to the generation of pores in chitosan through introduction of the Ti ions. Furthermore, H3PW12O40/Ti/chitosan acted as heterogeneous catalysts and could be separated for reuse at least six times without significant loss of activity and with little leaching of Ti4+ and H3PW12O40 from the support chitosan.
Clean synthesis of biodiesel over solid acid catalysts of sulfonated mesopolymers
Fang, Lin,Xing, Rong,Wu, Haihong,Li, Xiaohong,Liu, Yueming,Wu, Peng
, p. 1481 - 1486 (2010)
FDU-15-SO3H, a solid acid material prepared from the sulfonation of FDU-15 mesoporous polymer, has been demonstrated to serve as an efficient catalyst in the esterification of palmitic acid with methanol as well as in the transesterification of fatty acid-edible oil mixture. FDU-15-SO3H achieved an acid conversion of 99.0% when the esterification was carried out at 343 K with a methanol/palmitic acid molar ratio of 6:1 and 5 wt% catalyst loading. It was capable of giving 99.0% yield of fatty acid methyl esters (FAME) when the transesterification of soybean oil was performed at 413 K and the methanol/oil weight ratio of 1:1. FDU-15-SO3H was further applied to the transesterification/esterification of the oil mixtures with a varying ratio of soybean oil to palmitic acid, which simulated the feedstock with a high content of free fatty acids. The yield of FAME reached 95% for the oil mixtures containing 30 wt% palmitic acid. This indicated the sulfonated mesopolymer was a potential catalyst for clean synthesis of fuel alternative of biodiesel from the waste oil without further purification.
Template-free synthesis of porous carbonaceous solid acids with controllable acid sites and their excellent activity for catalyzing the synthesis of biofuels and fine chemicals
Liu, Fujian,Li, Bojie,Liu, Chen,Kong, Weiping,Yi, Xianfeng,Zheng, Anmin,Qi, Chenze
, p. 2995 - 3007 (2016)
N rich porous carbon based solid acids (NPC-[CxN][X]) have been successfully synthesized by treatment of N rich porous carbon (NPC) with various quaternary ammoniation reagents such as iodomethane, 1,3-propane sultone, and 1,4-butanesultone, and ion exchange with various strong acids such as HSO3CF3, H2SO4, H3PW12O40, HBF4etc. The NPC support was synthesized by carbonization of KOH-activated polypyrrole without using additional templates. Various characterizations showed that NPC-[CxN][X] possesses abundant nanopores, large Brunauer-Emmett-Teller surface areas, good stability, and strong and controllable acid sites with Br?nsted characteristics. The immobilized acidic groups were homogeneously dispersed into NPC-[CxN][X]. Notably, NPC-[CxN][X] acted as efficient, reusable and generalized solid acids, which showed excellent activity in various acid-catalyzed reactions such as esterification and transesterification in the synthesis of biodiesel, dehydration of fructose into 5-hydroxymethylfurfural, depolymerization of crystalline cellulose into sugars, and condensation of phenol with acetone in the synthesis of bisphenol A, much higher than that of various solid acids such as Amberlyst 15, H-ZSM-5, H-USY, and sulfonic group functionalized ordered mesoporous silicas. The preparation of NPC-[CxN][X] leads to the development of porous carbon based solid acids with controllable structural characteristics and excellent catalytic activity.
Developing two-dimensional solid superacids with enhanced mass transport, extremely high acid strength and superior catalytic performance
Liu, Fujian,Yi, Xianfeng,Chen, Wei,Liu, Zhiqiang,Qi, Chen-Ze,Song, Yu-Fei,Zheng, Anmin
, p. 5875 - 5883 (2019)
Solid acids have been widely used as heterogeneous catalysts in developing green and sustainable chemistry. However, it remains a challenge to improve the mass transport properties and acid strength of solid acids simultaneously. Herein, we report a class of two dimensional (2D) layered hybrid solid acids with outstanding mass transfer and extremely high acid strength by incorporating sulfonated polymers in-between montmorillonite layers. The 2D layered structure and broad distribution of pore sizes allow for highly efficient mass transport of substrate molecules into and out of the solid acids. The acid strength of these solid acids was found to be stronger than that of 100% H2SO4, H3PW12O40 and any other reported solid acids to date, as determined by 1H and 31P solid-state NMR. These 2D solid acids show extraordinary catalytic performance in biomass conversion to fuels, superior to that of H3PW12O40, HCl and H2SO4. Theoretical calculations and control experiments reveal that H-bond based interactions between the polymer and montmorillonite facilitate the unusually high acid strengths found in these samples.
IRISTECTORENES A AND C-G, MONOCYCLIC TRITERPENE ESTERS FROM IRIS TECTORUM
Seki, Katsura,Tomihari, Toshiya,Haga, Kazuo,Kaneko, Ryohei
, p. 425 - 432 (1994)
Six new triterpene esters, iristectorenes A and C-G, along with one known one have been found in the seeds of Iris tectorum.On the basis of spectroscopic methods and chemical evidence, the esters were established to be 3--2,3-dimethyl-6-(1-methyl-2-oxoethylidene)cyclohexyl>propyl> (Z)-9-tetradecanoate, (Z)-11-hexadecanoate, (Z,Z)-9,12-octadecadienoate, hexadecanoate, (Z)-11-octadecenoate and octadecanoate, respectively.
GC-EI-MS analysis of fatty acid composition in brain and serum of twitcher mouse
Zanfini, Assunta,Dreassi, Elena,Berardi, Anna,Piomboni, Paola,Costantino-Ceccarini, Elvira,Luddi, Alice
, p. 1115 - 1125 (2014)
Globoid cell leukodystrophy or Krabbe disease is an inherited autosomal recessive disorder caused by mutations in the galactosylceramidase gene. The objective of the study was to present information about the fatty acid (FA) composition of the brain and serum of twitcher mice, a mouse model of Krabbe disease, compared to wild type, in order to identify biomarker of disease progression. We defined the FA profiles by identifying the main components present in serum and brain using GC-EI-MS analysis. The FA percentage composition was measured and data were analyzed considering the disease and the mouse age as experimental factors. Significant correlations were established, both in brain and in serum, in the fatty acid percentage composition of twitcher compared to wild type mice. The most abundant saturated fatty acid in brain was the palmitic acid (C16:0) with mean values significantly increased in twitcher mouse (p = 0.0142); moreover, three monounsaturated, three polyunsaturated (PUFA) and a plasmalogen were significantly correlated to disease. In the serum highly significant differences were observed between the two groups for three polyunsaturated fatty acids. In fact, the docosahexaenoic acid (C22:6n3c) content was significantly increased (p = 0.0116), while the C20 PUFA (C20:3n6c and C20:5n3c) were significantly decreased in twitcher serum samples. Our study shows a specific FA profile that may help to define a possible pattern that could distinguish between twitcher and wild type; these data are likely to provide insight in the identification of new biomarkers to monitor the disease progression and thereby permit the critical analysis of therapeutic approaches.
Esters, retroesters, and a retroamide of palmitic acid: Pool for the first selective inhibitors of N-palmitoylethanolamine-selective acid amidase
Vandevoorde, Séverine,Tsuboi, Kazuhito,Ueda, Natsuo,Jonsson, Kent-Olov,Fowler, Christopher J.,Lambert, Didier M.
, p. 4373 - 4376 (2003)
Cyclohexyl hexadecanoate, hexadecyl propionate, and N-(3-hydroxypropionyl)pentadecanamide, respectively ester, retroester, and retroamide derivatives of N-palmitoylethanolamine, represent the first selective inhibitors of "N-palmitoylethanolamine hydrolase" described so far. These compounds are devoid of affinity for CB1 and CB 2 receptors and characterized by high percentages of inhibition of N-palmitoylethanolamine-selective acid amidase (84.0, 70.5, and 76.7% inhibition at 100 μM, respectively) with much lower inhibitory effect on either fatty acid amide hydrolase or the uptake of anandamide.
A heteropolyacid-based ionic liquid as a thermoregulated and environmentally friendly catalyst in esterification reaction under microwave assistance
Duan, Xixin,Sun, Guiru,Sun, Zhong,Li, Jianxin,Wang, Shengtian,Wang, Xiaohong,Li, Shiwu,Jiang, Zijiang
, p. 125 - 128 (2013)
A new kind of heteropolyacid (HPA) ionic liquid [(CH3) 3NCH2CH2OH]H2PW12O 40 (ChH2PW) has been synthesized using choline chloride and H3PW12O40 (HPW) as precursors. The catalyst exhibited a novel switchable property based on temperature. The separation of the catalyst would be explored by simply decreasing reaction temperature without appreciable loss. Excellent conversions (97%) for esterification have been obtained under microwave-accelerated conditions.
Lipidyl pseudopteranes A-F: Isolation, biomimetic synthesis, and PTP1B inhibitory activity of a new class of pseudopteranoids from the Gorgonian Pseudopterogorgia acerosa
Kate, Abhijeet S.,Aubry, Isabelle,Tremblay, Michel L.,Kerr, Russell G.
, p. 1977 - 1982 (2008)
Novel lipidyl pseudopteranoids, lipidyl pseudopteranes A-F (1-6), have been isolated from the soft coral Pseudopterogorgia acerosa collected from the Bahamas. Structure elucidation of the six new compounds was based on 1D and 2D NMR data and mass spectrometry, and a biomimetic synthesis of 1 from pseudopterolide (7) was used to help establish its absolute configuration. These structures represent the first report of a pseudopterane diterpene with a fatty acid moiety. Lipidyl pseudopteranes A and D exhibited modest yet selective inhibitory activity against protein tyrosine phosphatase 1B, a promising drug target.
Catalytic deoxygenation of oleic acid in continuous gas flow for the production of diesel-like hydrocarbons
Arend, Matthias,Nonnen, Thomas,Hoelderich, Wolfgang F.,Fischer, Jürgen,Groos, Jeremie
, p. 198 - 204 (2011)
Continuous gas phase deoxygenation of oleic acid in the presence of hydrogen employing a granular 2 wt% Pd/C catalyst was investigated under solvent free conditions. Conversion of oleic acid and selectivity to the desired diesel-like C17 hydrocarbons heptadecane and heptadecenes was studied at different reaction conditions such as temperature, gas flow and catalyst amount. The best hydrocarbon yield was achieved with low reaction temperatures, high catalyst amounts and high hydrogen flows. To further decrease the reaction temperature but yet maintain a pure gas phase reaction, reactions were conducted in vacuum. Furthermore, water was added in varying amounts to support desorption and to determine if catalyst deactivation could be overcome. The deoxygenation catalyst was characterized by nitrogen adsorption isotherms (BET; Brunauer-Emmet-Teller method), X-ray powder diffraction (XRD), thermogravimetric analysis (TGA) and field emission scanning electron microscopy (FESEM).
Regiospecific synthesis of new fatty N-acyl trihalomethylated pyrazoline derivatives from fatty acid methyl esters (FAMEs)
Beck, Paulo,Dos Santos, Juliane M.,Kuhn, Bruna L.,Moreira, Dayse N.,Flores, Alex F. C.,Martins, Marcos A. P.,D'Oca, Marcelo G. M.,Piovesan, Luciana A.
, p. 2122 - 2127 (2012)
A series of new fatty N-acyl trihalomethylated pyrazoline derivatives from fatty acid methyl esters was synthesized by the cyclocondensation of respective fatty hydrazides with 4-alkoxy-1,1,1-trialomethyl-3-alquen-2-ones. Efficient and regiospecific cyclizations catalyzed by BF3·MeOH gave the desired products in good to excellent yields and at high purity.
A new ceramide from a new species of spongia sponge
Guan, Zhi,Zeng, Longmei
, p. 287 - 288 (2010)
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Erratum: Efficient conversion of triacylglycerols and fatty acids to biodiesel in a microwave reactor using metal triflate catalysts (Organic and Biomolecular Chemistry (2010) 8 (4753-4756) DOI: 10.1039/c0ob00014k)
Socha, Aaron M.,Sello, Jason K.
, p. 5701 - 5701 (2010)
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Production of biodiesel through esterification of palmitic acid using 12-tungestoposphoric acid supported on nanocavity of aluminium incorporated mesoporous SBA-15
Fazaeli, Razieh,Aliyan, Hamid
, p. 676 - 681 (2015)
The main aim of this research is to develop efficient and environmentally benign heterogeneous catalysts for biodiesel production. For this purpose, H3PW12O40 (PW12) supported on Al-functionalized SBA-15 mesoporous molecular sieve featuring a well-defined three-dimensional (3D) mesoporosity were studied, and the prepared catalyst (PW12/Al-SBA-15) was tested for the esterification process of palmitic acid to produce methyl palmitate as a kind of biodiesel. The effects of the methanol/oil ratio, catalyst amounts, reaction time, and reaction temperature on the conversion are also reported in this paper. More importantly, by using a 35 wt % of PW12/Al-SBA-15 with methanol/oil molar ratio of 20: 1 at reflux of methanol, the oil conversion of 98% after 8 h of reaction, could be achieved over the solid catalyst for at least 6 cycles under mild conditions.
Dual-catalytic decarbonylation of fatty acid methyl esters to form olefins
Fieser, Megan E.,Schimler, Sydonie D.,Mitchell, Lauren A.,Wilborn, Emily G.,John, Alex,Hogan, Levi T.,Benson, Brooke,LaPointe, Anne M.,Tolman, William B.
, p. 7669 - 7672 (2018)
The homogeneous dehydrative decarbonylation of fatty acid methyl esters (FAMEs) to form olefins is reported. In order to facilitate cleavage of the unactivated acyl C-O bond of the alkyl ester, a one pot dual-catalytic directing group strategy was developed through optimization of the individual transesterification and decarbonylation reaction steps.
Cucumol B, a new triterpene benzoate from Cucumis melo seeds with cytotoxic effect toward ovarian and human breast adenocarcinoma
Ibrahim, Sabrin Ragab Mohamed,Khedr, Amgad Ibrahim Mansour,Mohamed, Gamal Abdallah,Zayed, Mohamed Fathalla,El-Kholy, Amal Abd-Elmoneim Soliman,Al Haidari, Rwaida Adel
, p. 1112 - 1118 (2019)
Phytochemical investigation of the methanolic extract of Cucumis melo L. (Cucurbitaceae) seeds furnished a new triterpene benzoate derivative: cucumol B (1) and four known flavonoids: quercetin-3-O-β-D-glucopyranosyl-(1→6)-α-L-rhamnopyranoside (2), quercetin-3-O-β-D-glucopyranoside (3), quercetin (4), and luteolin (5). Their structures were identified by UV, IR, 1D (13C and 1H), 2D (HSQC, 1H-1H COSY, HMBC, and NOESY) NMR, and HRESIMS spectral as well as comparing with literature data. Compound 1 has been assessed for the in vitro cytotoxic effect against SKOV-3, MCF-7, and HCT-116 cell lines. It had selective and potent effect toward SKOV-3 and MCF-7 cell lines with IC50s 2.05 and 0.41 μM, respectively, in comparison to doxorubicin (IC50s 0.32 and 0.05 μM). However, it showed moderate activity toward HCT-116 cell line with IC50 8.27 μM.
PALMILYCORINE AND LYCORISIDE: ACYLOXY AND ACYLGLUCOSYLOXY ALKALOIDS FROM CRINUM ASIATICUM
Ghosal, Shinbath,Shanthy, Amirthalingam,Kumar, Anand,Kumar, Yatendra
, p. 2703 - 2706 (1985)
Two new types of alkaloidal conjugates, a C16-acyloxy derivative, named palmilycorine, and an acylglucosyloxy derivative, named lycoriside, were isolated from the fruits of Crinum asiaticum.The presence of these compounds was also detected in the fleshy scale leaves and in roots of these species.The structures of the two compounds were established as 1-O-palmitoyllicorine (1) and lycorine-1-O-(6'-O-palmitoyl-β-D-glucopyranoside) (2), respectively, on the basis of chemical transformation and comprehensive spectral evidence.The biological effects of the alkaloids were evaluated. Key Word Index - Crinum asiaticum; Amaryllidaceae; fruits; alkaloids; alkaloidal conjugates; palmilycorine, 1-O-palmitoyllicorine; lycoriside, lycorine-1-O-(6'-O-palmitoyl-β-D-glucopyranoside); lycorine-1-O-β-D-glucoside; promoters of cell viability, cell growth and root growth.
Chemoenzymatic Generation of Phospholipid Membranes Mediated by Type i Fatty Acid Synthase
Khanal, Satyam,Brea, Roberto J.,Burkart, Michael D.,Devaraj, Neal K.
, p. 8533 - 8537 (2021)
The de novo formation of lipid membranes from minimal reactive precursors is a major goal in synthetic cell research. In nature, the synthesis of membrane phospholipids is orchestrated by numerous enzymes, including fatty acid synthases and membrane-bound acyltransferases. However, these enzymatic pathways are difficult to fully reproduce in vitro. As such, the reconstitution of phospholipid membrane synthesis from simple metabolic building blocks remains a challenge. Here, we describe a chemoenzymatic strategy for lipid membrane generation that utilizes a soluble bacterial fatty acid synthase (cgFAS I) to synthesize palmitoyl-CoA in situ from acetyl-CoA and malonyl-CoA. The fatty acid derivative spontaneously reacts with a cysteine-modified lysophospholipid by native chemical ligation (NCL), affording a noncanonical amidophospholipid that self-Assembles into micron-sized membrane-bound vesicles. To our knowledge, this is the first example of reconstituting phospholipid membrane formation directly from acetyl-CoA and malonyl-CoA precursors. Our results demonstrate that combining the specificity and efficiency of a type I fatty acid synthase with a highly selective bioconjugation reaction provides a biomimetic route for the de novo formation of membrane-bound vesicles.
High-temperature synthesis of strong acidic ionic liquids functionalized, ordered and stable mesoporous polymers with excellent catalytic activities
Liu, Fujian,Zuo, Shufeng,Kong, Weiping,Qi, Chenze
, p. 1342 - 1349 (2012)
Strong acidic ionic liquids functionalized, ordered and stable mesoporous phenol-formaldehyde resins (OMR-ILs) monoliths have been successfully synthesized from the treatment of ordered mesoporous resins (OMR-[HMTA]) using 1,3-propanesultone, followed by ion exchanged using various strong acids. The OMR-[HMTA] samples could be synthesized by the assembly of block copolymer template of F127 with preformed resol, which could be obtained from heating a mixture of phenol and formaldehyde at 70 °C; during curing processes, certain contents of the hexamethyltetramine (HMTA) cross linker were also introduced, after hydrothermal treatment at 200 °C for 20 h, calcination at 360 °C under nitrogen, OMR-[HMTA] samples with opened mesopores were obtained. Characterizations suggest that OMR-ILs have ordered and stable mesospores, high BET surface areas, and strong acid strength. Interestingly, OMR-ILs show much higher catalytic activities and recyclability in the esterification of acetic acid with cyclohexanol, hydration of propylene oxide, Peckmann reaction of resorcinol with ethyl acetoacetate and transesterification of tripalmitin with methanol than those of Amberlyst 15, sulfonic group functional ordered mesoporous silicas and acidic zeolites, which were even comparable with that of H2SO4. The unique features of OMR-ILs such as superior thermal stability, excellent catalytic activities and recyclability, will be potentially important for their applications in industry.
Determining the role of oxygen vacancies in palmitone selectivity and coke formation over acid metal oxide catalysts for the ketonization of methyl palmitate
Guntida, Adisak,Jongsomjit, Bunjerd,Praserthdam, Piyasan,Praserthdam, Supareak,Rattanachartnarong, Thanwarat,Sooknoi, Tawan,Weerachawanasak, Patcharaporn
, (2021/11/11)
In the present study, TiO2, CeO2, MnO2, and ZrO2 catalysts were used to investigate the catalytic performance in methyl palmitate ketonization. The reaction was accelerated by weak Lewis acid, while the oxygen v
Oxidative esterification of alcohols by a single-side organically decorated Anderson-type chrome-based catalyst
Wang, Jingjing,Jiang, Feng,Tao, Chaofu,Yu, Han,Ruhlmann, Laurent,Wei, Yongge
supporting information, p. 2652 - 2657 (2021/04/21)
The direct esterification of alcohols with non-noble metal-based catalytic systems faces great challenges. Here, we report a new chrome-based catalyst stabilized by a single pentaerythritol decorated Anderson-type polyoxometalate, [N(C4H9)4]3[CrMo6O18(OH)3C{(OCH2)3CH2OH}], which can realize the efficient transformation from alcohols to esters by H2O2oxidation in good yields and high selectivity without extra organic ligands. A variety of alcohols with different functionalities including some natural products and pharmaceutical intermediates are tolerated in this system. The chrome-based catalyst can be recycled several times and still keep the original configuration and catalytic activity. We also propose a reasonable catalytic mechanism and prove the potential for industrial applications.
