- Synthesis and characterization of a new poly α-amino acid Co(II)-complex supported on magnetite graphene oxide as an efficient heterogeneous magnetically recyclable catalyst for efficient free-coreductant gram-scale epoxidation of olefins with molecular oxygen
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A novel magnetic nanocomposite was prepared by immobilization of a cobalt complex of a synthetic poly α-amino acid on Fe3O4-doped graphene oxide (GO/Fe3O4@PAA Co(II)) and was demonstrated to be a highly efficient catalyst for the epoxidation of olefins in mild conditions. PAA was synthesized through a multi-step synthesis, first by a poly condensation reaction of salicylaldehyde followed by the Strecker synthesis. The synthesized nanocomposite was characterized by various analytical and spectroscopic methods including FTIR, ICP, XRD, EDX, XPS, FE-SEM, TEM, TGA, VSM and DLS analyses. A wide variety of olefins could be tolerated toward epoxidation in the presence of molecular oxygen without the need for any co-reductant. The magnetic nanocomposite could be readily separated by a magnet from the mixture and reused for several times without any significant reactivity loss, which represents its potential for practical and industrial application. Also, the scalability of the process was investigated in this work.
- Kazemnejadi, Milad,Mahmoudi, Boshra,Sharafi, Zeinab,Nasseri, Mohammad Ali,Allahresani, Ali,Esmaeilpour, Mohsen
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- A novel titanosilicate with MWW structure Catalytic properties in selective epoxidation of diallyl ether with hydrogen peroxide
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The catalytic activity and selectivity of Ti-MWW in the epoxidation of diallyl ether (DAE) with hydrogen peroxide to allyl glycidyl ether (AGE) and diglycidyl ether (DGE) have been studied by a comparison with those of TS-1, and the issues concerning the consecutive reaction and the selective production of AGE have been considered. Ti-MWW catalyzed the DAE epoxidation in the presence of aprotic solvents such as acetonitrile or acetone, and produced only minor levels of solvolysis products. Ti-MWW proved to be a reusable catalyst standing up to the Ti leaching and maintaining the catalytic activity and the product selectivity in the reaction-regeneration cycles. Studies with different solvents, Ti contents, reaction times, temperature, and catalyst amounts confirmed that the DAE epoxidation was a typical consecutive reaction with AGE as an intermediate product and DGE as a secondary one. The reaction rate for AGE formation was much faster than that for DGE, making the selective production of AGE possible by controlling the reaction up to a DAE conversion level of ca. 30%.
- Wu, Peng,Liu, Yueming,He, Minyuan,Tatsumi, Takashi
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Read Online
- Rational design 2-hydroxypropylphosphonium salts as cancer cell mitochondria-targeted vectors: Synthesis, structure, and biological properties
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It has been shown for a wide range of epoxy compounds that their interaction with triphenylphosphonium triflate occurs with a high chemoselectivity and leads to the formation of (2-hydroxypropyl)triphenylphosphonium triflates 3 substituted in the 3-position with an alkoxy, alkylcarboxyl group, or halogen, which were isolated in a high yield. Using the methodology for the disclosure of epichlorohydrin with alcohols in the presence of boron trifluoride ether-ate, followed by the substitution of iodine for chlorine and treatment with triphenylphosphine, 2-hydroxypropyltriphenylphosphonium iodides 4 were also obtained. The molecular and supramolec-ular structure of the obtained phosphonium salts was established, and their high antitumor activity was revealed in relation to duodenal adenocarcinoma. The formation of liposomal systems based on phosphonium salt 3 and L-α-phosphatidylcholine (PC) was employed for improving the bioavailabil-ity and reducing the toxicity. They were produced by the thin film rehydration method and exhibited cytotoxic properties. This rational design of phosphonium salts 3 and 4 has promising potential of new vectors for targeted delivery into mitochondria of tumor cells.
- Amerhanova, Syumbelya K.,Dimukhametov, Mudaris N.,Gubaidullin, Aidar T.,Islamov, Daut R.,Litvinov, Igor A.,Lyubina, Anna P.,Mironov, Vladimir F.,Nemtarev, Andrey V.,Pashirova, Tatiana N.,Titov, Eugenii A.,Tsepaeva, Olga V.,Voloshina, Alexandra D.
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- Synthesis of Vicinal Dichlorides via Activation of Aliphatic Terminal Epoxides with Triphosgene and Pyridine
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Herein we report a novel synthetic reaction to convert unactivated terminal aliphatic epoxide to alkyl vicinal dichloride based on triphosgene-pyridine activation. Our methodology is operationally simple and readily tolerated by a broad of scope of substrates as well as protecting groups. Furthermore, these mild conditions generally yield clean reaction mixtures that are free of byproducts upon aqueous workup.
- Cleveland, Alexander H.,Fronczek, Frank R.,Kartika, Rendy
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p. 3367 - 3377
(2018/03/26)
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- Co(II) Schiff base complex decorated on polysalicylaldehyde as an efficient, selective, heterogeneous and reusable catalyst for epoxidation of olefins in mild and self-coreductant conditions
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Abstract: A new Co(II)-Schiff base complex was decorated on a polysalicylaldehyde (PSA) framework and used as a selective and efficient catalyst for the epoxidation of alkenes in the presence of O2 as a green source of oxygen without aco-reductant. The catalyst was characterized step by step by FTIR, UV–Vis, 1H NMR, TGA, CHN, XPS and EDX analyses. Loading an amount of Co ions in the catalyst as well as its leaching amount were studied by an ICP-OES instrument. The catalyst demonstrated excellent activity for the of a variety of alkenes in a mild, inexpensive and efficient protocol. Also, the catalyst can be simply recovered from the reaction mixture and reused for several times without any noteiceable loss in its activity. Reaction parameters including temperature, oxygen flow volume, catalyst amount and solvent were screened by reaction time. Catalytic studies including XPS spectroscopy and some blank experiments were performed to obtain an initial insight into the reaction mechanism. Also, the reactivity of the novel catalyst was evaluated as the turnover frequency. Graphical Abstract: A new and efficient protocol have been developed for the selective epoxidation of olefins using a heterogeneous recyclable Co(II)-Schiff base complex of polysalicylaldehyde in mild and self-coreductant conditions by molecular oxygen.
- Kazemnejadi, Milad,Shakeri, Alireza,Nikookar, Mahsa,Mohammadi, Mohammad,Esmaeilpour, Mohsen
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p. 6889 - 6910
(2017/10/05)
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- A molecular sieve of allyl glycidyl ether supported catalytic synthesis method (by machine translation)
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The invention relates to an immobilized catalytic synthesis method of an allyl glycidyl ether molecular sieve. According to the method, allyl alcohol and epoxy chloropropane at a feed weight ratio of (1.2-2): 1 are adopted as raw materials and are subjected to ring-opening reaction in the presence of a mixed catalyst of concentrated sulfuric acid and trifluoromethanesulfonic acid which are immobilized on the molecular sieve at an ring-opening reaction temperature of 50-70 DEG C, wherein the addition of concentrated sulfuric acid is 10%-30% of mass of the molecular sieve, the addition of trifluoromethanesulfonic acid is 10%-30% of mass of the molecular sieve, and the usage amount of the catalyst is 1-5% of the total mass of the reactants. The novel immobilized catalyst is high in main ring-opening reaction selectivity, small in secondary reactions and low in device corrosion; after the ring-opening reaction is completed, the catalyst easily separates from reaction products and can be recycled for at least 10 times after being separated, the environmental pollution is avoided, the production cost is decreased and meanwhile, the problem that excessive allyl alcohol is smoothly recovered and recycled is solved.
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Paragraph 0029-0031
(2017/03/17)
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- Bioproduction of chiral epoxyalkanes using styrene monooxygenase from rhodococcus sp. ST-10 (RhSMO)
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We describe the enantioselective epoxidation of straight-chain aliphatic alkenes using a biocatalytic system containing styrene monooxygenase from Rhodococcus sp. ST-10 and alcohol dehydrogenase from Leifsonia sp. S749. The biocatalyzed enantiomeric epoxidation of 1-hexene to (S)-1,2-epoxyhexane (44.6 mM) using 2-propanol as the hydrogen donor was achieved under optimized conditions. The biocatalyst had broad substrate specificity for various aliphatic alkenes, including terminal, internal, unfunctionalized, and di- and tri-substituted alkenes. Here, we demonstrate that this biocatalytic system is suitable for the efficient production of enantioenriched (S)-epoxyalkanes.
- Toda, Hiroshi,Imae, Ryouta,Itoh, Nobuya
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p. 3443 - 3450
(2015/02/05)
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- Ionic telomerization of 1-chloro-2,3-epoxypropane with allyl alcohol and properties of products obtained
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Ionic telomerization of 1-chloro-2,3-epoxypropane with allyl alcohol in the presence of boron trifluoride etherate as a route to halogenated epoxy oligoethers was studied. Selective chlorination or bromination of the intermediate oligo(chlorohydrin), followed by dehydrochlorination (epoxidation) of the intermediate oligohalohydrins with NaOH, was performed. The synthesized products are effi cient as active diluents for a compound based on ED-20 resin.
- Kerimov,Orudzheva,Mamedova,Alieva
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p. 1364 - 1369
(2014/01/06)
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- METHOD OF PREPARING AN IMMOBILISED METAL ION CHROMATOGRAPHY ADSORBENT AND METHODS OF PURIFYING PROTEINS, PEPTIDES OR POLYNUCLEOTIDES
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The present invention relates to a method of preparing an immobilised metal ion affinity chromatography (IMAC) adsorbent, which comprises to provide chromatography ligands comprised of alkylene diamine triacetic acid, or a derivative thereof, and coupling thereof to a carrier via nitrogen. In an advantageous embodiment, the alkylene diamine triacetic acid is ethylene diaminetriacetic acid (ED3A).
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- Process for oxidizing carbon-carbon double bond and process for producing oxidized compounds
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A method of oxidizing a carbon-carbon double bond wherein the compound having the carbon-carbon double bond is suppressed, the unreacted compound is separated from the reaction product, and thereafter the thus obtained unreacted compound is again used for the oxidizing reaction; and a process for producing an oxidized compound utilizing such an oxidizing method. When this method is used, an intended oxidized compound can be obtained with high selectivity and high productivity.
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- Crystalline MWW-type titanosilicate catalyst for producing oxidized compound, production process for the catalyst, and process for producing oxidized compound by using the catalyst
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A crystalline titanosilicate catalyst which is usable as a catalyst in the oxidation reaction of a compound having a carbon-carbon double bond and at least one other functional group, a process for producing the catalyst, and a process for producing an oxidized compound by an oxidation reaction using the catalyst. It has been found that a crystalline titanosilicate having a structural code of MWW effectively functions as a catalyst in an oxidation reaction of a compound having a carbon-carbon double bond and at least one other functional group, or a compound having a carbon-carbon double bond a functional group and having a total carbon number of not smaller than 2 and not larger than 5, wherein the carbon-carbon double bond of the compound is oxidized by using a peroxide as an oxidizing agent, thereby to highly selectively provide an intended oxidized compound.
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- Crystalline mww-type titanosilicate catalyst for producing oxidized compound, production process for the catalyst, and process for producing oxidized compound by using the catalyst
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A crystalline titanosilicate catalyst which is usable as a catalyst in the oxidation reaction of a compound having a carbon-carbon double bond and at least one other functional group, a process for producing the catalyst, and a process for producing an oxidized compound by an oxidation reaction using the catalyst. It has been found that a crystalline titanosilicate having a structural code of MWW effectively functions as a catalyst in an oxidation reaction of a compound having a carbon-carbon double bond and at least one other functional group wherein the carbon-carbon double bond of the compound is oxidized by using a peroxide as an oxidizing agent, thereby to highly selectively provide an intended oxidized compound.
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- Synthesis and antimicrobial activity of N,N-disubstituted 3-allyloxy-1-amino-2-propanethiols
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3-Allyloxy-1,2-epithiopropane was synthesized; its treatment with amines yielded N,N-disubstituted 3-allyloxy-1-amino-2-propanethiols, which were tested for antimicrobial activity.
- Allakhverdiev,Askerov
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p. 1280 - 1283
(2007/10/03)
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- Poly-perfluoroalkyl-substituted alcohols and acids, and derivatives thereof
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Di-, tri- and poly-perfluoroalkyl-substituted alcohols and acids and derivatives thereof are described which are prepared from perfluoroalkyl iodides and di-, tri- or polyallyl alcohols or acids. These compounds contain two or more perfluoroalkyl-iodoalkyl or perfluoroalkyl-alkenyl groups and one or two alcohol or acid groups or derivatized alcohol or acid functions. They can be reacted with isocyanates, epoxy compounds, anhydrides, acids or acid derivatives to prepare a great variety of oil- and water-repellent compositions which are useful for oil- and water-repellent treatment of textiles, glass, paper, leather and other substrates.
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- Organopolysiloxanes having bifunctional terminal siloxane units
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The present invention relates to the organopolysiloxanes having the formula where R is optionally substituted C1 - to C18 -hydrocarbon radicals, R1 is an optionally substituted C6 - to C15 -hydrocarbon radical having at least one phenyl ring, R2 is a C1 - to C3 -hydrocarbon radical, X is a hydrogen atom or an organic or organosilicon functional group bonded via a divalent, optionally substituted C2 - to C15 -hydrocarbon radical, with one or more methylene units of the hydrocarbon radical being able to be replaced by oxygen atoms bonded on both sides to carbon atoms, a is an integer of at least 1 and b, c, d and e are each 0 or a positive integer, and the sum of a, b, c, d and e is at least 3, and the process for the preparation thereof.
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- Primer compositions
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A primer composition comprising (A) a fluorinated alkoxysilane containing an epoxy group, (B) an organic titanium or aluminum compound, and (C) a solvent is effective in bonding fluorinated organic polymers to metal and glass members.
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- Substituted heterocyclic compounds and the pharmacologically acceptable salts thereof, processes for the preparation thereof and pharmaceutical compositions containing them
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The present invention provides compounds of the general formula: STR1 wherein R1 is a straight-chained or branched C1 -C12 -alkyl radical which can be substituted by a phenyl, naphthyl or C3 -C7 -cycloalkyl radical, a straight-chained or branched C2 -C12 -alkenyl radical which can be substituted by a C3 -C7 -cycloalkyl, phenyl or naphthyl radical, a C3 -C7 -cycloalkyl radical or an unsubstituted or mono- or polysubstituted mono- or bicyclic aromatic radical, in which the substituents can be halogen atoms, carboxyl groups or C1 -C4 -alkyl, C1 -C4 -alkoxy or C1 -C4 -alkoxycarbonyl radicals, R2 and R3, which can be the same or different, are straight-chained, branched, saturated or unsaturated C1 -C6 -alkyl radicals or, together with the nitrogen atom to which they are attached, form a saturated or unsaturated ring which can contain further heteroatoms and can possibly be substituted by a C1 -C6 -alkyl radical, one or more C1 -C6 -alkoxy radicals, one or more hydroxyl groups or by an oxygen atom, X is a methylene radical, an oxygen or sulphur atom, a sulphoxide or sulphonyl group or an =NR6 group, in which R6 is a hydrogen atom or a C1 -C4 -alkyl or aralkyl radical, n is 0, 1 or 2, k is 0, 1, 2 or 3, R4 is a halogen atom, a hydroxyl group or a C1 -C6 -alkyl, C1 -C6 -alkoxy or aralkoxy radical or, when k is 2, is a C1 -C2 -alkylenedioxy radical on two adjacent carbon atoms, m is 0, 1, 2 or 3 and R5 is a halogen atom, a hydroxyl group or a C1 -C4 -alkyl, C1 -C6 -alkoxy or aralkoxy radical or, when m is 2, is a C1 -C2 -alkylenedioxy radical on two adjacent carbon atoms; as well as the pharmacologically acceptable salts thereof. The present invention also provides processes for the preparation of these compounds and pharmaceutical compositions containing them.
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- The Synthesis of Oxiranes and Oxetanes from 1,2- or 1,3-Halohydrins Using Organoantimony(V) Alkoxide
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Tetraphenylstibonium methoxide (1) is an effictive reagent for the synthesis of oxiranes and oxetanes from the corresponding 1,2- and 1,3-halohydrins, respectively.As the reaction conditions are neutral, oxiranes bearing an ester moiety were obtained intact without undergoing solvolysis.In addition, oxetanes, whose preparation was not generally facile, were formed in good yields under mild conditions (60-80 deg C).
- Fujiwara, Masahiro,Hitomi, Kazuhisa,Baba, Akio,Matsuda, Haruo
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p. 106 - 109
(2007/10/02)
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- Synthesis and Insecticidal Activity of Oxazaphospholidines, Oxathiaphospholanes, and Thiazaphospholidines
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Fifty-five new five-membered cyclic organophosphorus compounds including oazaphospholidines, thiazaphospholidines, and oxathiaphospholanes were synthesized, which have substituents at 4- or/and 5-positions besides at the 2-position.The thiazaphospholidines showed the highest insecticidal activity followed by oxathiaphospholanes and oxazaphospholidines.The position preference of substituents in insecticidal activity was most obvious in the oxazaphospholidines.It was preferable for insecticidal activity to have the substituent near the more basic atom: the 4-position for thiazaphospholidine and oxazaphospholidine, the 5-position for oxathiaphospholane, with the exception of 4- or 5-phenyl oxazaphospholidine.
- Wu, Shao-Yong,Hirashima, Akinori,Takeya, Ryuko,Eto, Morifusa
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p. 2911 - 2918
(2007/10/02)
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- Benzoic and benzacrylic acid esters
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Compounds represented by the general formula STR1 when a and b are each 0 or 1 and R represents OH or lower alkoxy when a is 1, or OH or -NR'2 when a is zero. They can be prepared by the reaction of allyl glycidly ether with the appropriate organic acid e.g. salicylic acid. Useful as ultra-violet absorbent substances and as intermediates for the preparation of other such substances, for example by polymerization and copolymerization and by reaction with organosilicon compounds having silicon-bonded hydrogen atoms.
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