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Igor L Fedushkin - One of the best experts on this subject based on the ideXlab platform.

  • reactivity of aluminum hydrides supported with sterically hindered Acenaphthene 1 2 diimines towards co2
    Journal of Organometallic Chemistry, 2021
    Co-Authors: Mikhail V Moskalev, Alexandra A Skatova, Vladimir G Sokolov, T S Koptseva, Andrey A Bazanov, Evgenii V Baranov, Igor L Fedushkin
    Abstract:

    Abstact The reactions of [(ArBIG-bian)Al(H)2Li(THF)4] (1) (ArBIG-bian = 1,2-bis[(2,6-dibenzhydryl-4-methylphenyl)imino]Acenaphthene, THF = tetrahydrofuran), [(dpp-bian)Al(H)2Li(THF)3] (2) (dpp-bian = 1,2-bis[(2,6-diisopropylphenyl)imino]Acenaphthene) and [(dpp-bian)AlH(Cl)][Na(DME)3] (3) (DME = 1,2-dimethoxyethane) with carbon dioxide proceed with its insertion into Al–H bonds and afford [(ArBIG-bian)Al{μ-OC(H)O}2Li(THF)2] (4), [{(dpp-bian)AlOC(H)OLi(THF)3}2μ-O] (5) and [(dpp-bian)Al(µ-O){µ-OC(H)O}Al(dpp-bian)][Na(DME)3] (6) respectively. Complex 5 is a product of thermally induced transformation of bis-formate intermediate [(dpp-bian)Al{μ-OC(H)O}2Li(THF)n] (5a), which can be isolated from the reaction of 2 and CO2 at ambient temperature. Newly prepared compounds were characterized by IR and NMR spectroscopy; molecular structures of products 4, 5 and 6 were established by single-crystal X-ray analysis.

  • new functionalized Acenaphthene 1 2 diimines and derived zinc and copper complexes
    Russian Chemical Bulletin, 2020
    Co-Authors: Vladimir G Sokolov, Alexandra A Skatova, Mikhail V Moskalev, T S Koptseva, E V Baranov, Igor L Fedushkin
    Abstract:

    The new compound 1,2-bis[(2,6-diisopropyl-4-iodophenyl)imino]Acenaphthene (I2-dppbian, 1) was synthesized by the condensation of Acenaphthenequinone with 2,6-diisopropyl-4-iodoaniline. The reaction of 1 with zinc chloride aff orded the complex [(I2-dpp-bian)ZnCl2] (2) with the neutral diimine ligand. The reaction of 1 with diethyl malonate (DEM) in the presence of copper(I) iodide and cesium carbonate gave 1,2-bis[(2,6-diisopropyl-4-diethylmalonophenyl) imino]Acenaphthene (DEM2-dpp-bian, 3). The diamagnetic copper complex [(DEM2-dpp-bian)CuCl] (4) was prepared by the reaction of compound 3 with CuCl. Compounds 1–4 were characterized by elemental analysis, NMR spectroscopy, and IR spectroscopy. The molecular structures of complexes 2 and 4 were determined by single-crystal X-ray diff raction.

  • one step synthesis of new aluminum hydrides bearing a highly sterically hindered Acenaphthene 1 2 diimine ligand
    Mendeleev Communications, 2020
    Co-Authors: Mikhail V Moskalev, Vladimir G Sokolov, T S Koptseva, Andrey A Bazanov, Evgenii V Baranov, Danila A Razborov, Igor L Fedushkin
    Abstract:

    Treatment of a bulky dbhmp-bian ligand (dbhmp-bian =  = 1,2-bis[(2,6-dibenzhydryl-4-methylphenyl)imino]Acenaphthene) by 1 equiv. of LiAlH4 or mixture of 3/4 equiv. LiAlH4 and 1/3 eqiuv. AlCl3 in tetrahydrofuran results in new hydrides [(dbhmp-bian)AlH2(THF)]-[Li(THF)4]+ and (dbhmp-bian)AlH(THF), respectively. Both complexes were characterized by spectroscopic (IR, NMR) and X-ray diffraction methods.

  • ca ii yb ii and tm iii complexes with tri and tetra anions of 1 2 bis 2 6 diisopropylphenyl imino Acenaphthene
    Chemical Communications, 2018
    Co-Authors: Igor L Fedushkin, Alexandra A Skatova, Anton N Lukoyanov, Daria A Lukina, Anton V Cherkasov
    Abstract:

    Reduction of [(dpp-bian)2−M2+(thf)4] (M = Ca, 1; Yb, 6; dpp-bian = 1,2-bis[(2,6-diisopropylphenyl)imino]Acenaphthene) by alkali metals results in heterometallic, [(dpp-bian)3−M2+K+(thf)2]2 (M = Ca, 2; Yb, 7), [(dpp-bian)4−Ca2+A2+(thf)4]2 (A = Na, 3; Li, 4; K, 5), [(dpp-bian)4−Yb2+K2+(thf)4]2 (8) and [(dpp-bian)24−Yb32+K2+(thf)8] (9). The reduction of [(dpp-bian)TmBr(thf)n] (in situ) affords [(dpp-bian)4−Tm3+Na+(thf)]2 (10).

  • carbon carbon and carbon nitrogen bond formation reactions catalyzed by the magnesium and calcium Acenaphthene 1 2 diimine complexes
    Russian Chemical Bulletin, 2018
    Co-Authors: Arkadiy M Yakub, Mikhail V Moskalev, N L Bazyakina, Igor L Fedushkin
    Abstract:

    A mixture of allylbromide and diphenylacetonitrile is reduced to afford 2,2-diphenylpentene-4-nitrile as a major product in the presence of catalytic amounts of the magnesium complex (dpp-bian)Mg(thf)3 (dpp-bian is 1,2-bis[(2,6-diisopropylphenyl)imino]Acenaphthene dianion). The overall conversion of nitrile is 71% within 3 h at 85 °С. 4,4-Diphenylbutene-1 and diphenylmethane are by-products in this process. Complexes (dpp-bian)Mg(thf)3 and (dpp-bian)Ca(thf)4 (in an amount of 0.5—5 mol.%) catalyze the intramolecular hydroamination of some aminopentenes and aminohexenes with the conversion from 67 to 99%.

Onruthai Pinyakong - One of the best experts on this subject based on the ideXlab platform.

  • biodegradation of high concentrations of mixed polycyclic aromatic hydrocarbons by indigenous bacteria from a river sediment a microcosm study and bacterial community analysis
    Environmental Science and Pollution Research, 2017
    Co-Authors: Chanokporn Muangchinda, Onruthai Pinyakong, Atsushi Yamazoe, Duangporn Polrit, Honglada Thoetkiattikul, Wuttichai Mhuantong, Verawat Champreda
    Abstract:

    This study assessed the biodegradation of mixtures of polycyclic aromatic hydrocarbons (PAHs) by indigenous bacteria in river sediment. Microcosms were constructed from sediment from the Chao Phraya River (the main river in Thailand) by supplementation with high concentrations of fluorene, phenanthrene, pyrene (300 mg kg−1 of each PAH), and Acenaphthene (600 mg kg−1). Fluorene and phenanthrene were completely degraded, whereas 50% of the pyrene and Acenaphthene were removed at the end of the incubation period (70 days). Community analyses revealed the dynamics of the bacterial profiles in the PAH-degrading microcosms after PAH exposure. Actinobacteria predominated and became significantly more abundant in the microcosms after 14 days of incubation at room temperature under aerobic conditions. Furthermore, the remaining PAHs and alpha diversity were positively correlated. The sequencing of clone libraries of the PAH-RHDα genes also revealed that the dioxygenase genes of Mycobacterium sp. comprised 100% of the PAH-RHDα library at the end of the microcosm setup. Moreover, two PAH-degrading Actinobacteria (Arthrobacter sp. and Rhodococcus ruber) were isolated from the original sediment sample and showed high activity in the degradation of phenanthrene and fluorene in liquid cultivation. This study reveals that indigenous bacteria had the ability to degrade high concentrations of mixed PAHs and provide clear evidence that Actinobacteria may be potential candidates to play a major role in PAH degradation in the river sediment.

  • isolation and characterization of genes encoding polycyclic aromatic hydrocarbon dioxygenase from Acenaphthene and acenaphthylene degrading sphingomonas sp strain a4
    Fems Microbiology Letters, 2004
    Co-Authors: Onruthai Pinyakong, Hiroshi Habe, Atsushi Kouzuma, Hideaki Nojiri, Hisakazu Yamane, Toshio Omori
    Abstract:

    Sphingomonas sp. strain A4 is capable of utilizing Acenaphthene and acenaphthylene as sole carbon and energy sources, but it is unable to grow on other polycyclic aromatic hydrocarbons (PAHs). The genes encoding terminal oxygenase components of ring-hydroxylating dioxygenase (arhA1 and arhA2) were isolated from this strain by means of the ability to oxidize indole to indigo of the Escherichia coli clone containing electron transport proteins from phenanthrene-degrading Sphingobium sp. strain P2. The translated products of arhA1 and arhA2 exhibited moderate sequence identity (less than 56%) to large and small subunits of dioxygenase of other ring-hydroxylating dioxygenases. Biotransformation with recombinant E. coli clone revealed the broad substrate specificity of this oxygenase toward several PAHs including Acenaphthene, acenaphthylene, naphthalene, phenanthrene, anthracene and fluoranthene. Southern hybridization analysis revealed the presence of a putative arhA1 homologue on a locus different from that of the arhA1 gene. Insertion inactivation of the arhA1 gene in strain A4 suggested that the gene but not the putative homologue one was involved in the degradation of Acenaphthene and acenaphthylene in this strain.

Aloys Huttermann - One of the best experts on this subject based on the ideXlab platform.

  • oxidation of Acenaphthene and acenaphthylene by laccase of trametes versicolor in a laccase mediator system
    Journal of Biotechnology, 1998
    Co-Authors: Christian Johannes, Andrzej Majcherczyk, Aloys Huttermann
    Abstract:

    Laccase of Trametes versicolor in combination with 1-hydroxybenzotriazole (HBT) was able to oxidise two polycyclic aromatic hydrocarbons, Acenaphthene and acenaphthylene; both compounds were metabolised completely after 70-h incubation. Laccase alone oxidised about 35% of the acenaphthylene and only 3% of the Acenaphthene. Single compounds found in a complex mixture of oxidation products were identified. Main products detected after the incubation were 1,2-Acenaphthenedione and 1,8-naphthalic acid anhydride. The proposed oxidation pathway seems to be analogous to the metabolism reported for bacteria and mammals.

  • oxidation of polycyclic aromatic hydrocarbons pah by laccase of trametes versicolor
    Enzyme and Microbial Technology, 1998
    Co-Authors: Andrzej Majcherczyk, Christian Johannes, Aloys Huttermann
    Abstract:

    Laccase of Trametes versicolor was able to oxidize in vitro most of the 14 polycyclic aromatic hydrocarbons (PAH) tested. Acenaphthylene was removed by 37% followed by anthracene and benzo[a]pyrene which were oxidized by 18 and 19%, respectively. Lower but significant oxidation of about 10% was found for eight additional PAH: Acenaphthene, fluoranthene, pyrene, benzo[a]anthracene, chrysene, benzo[b]fluoranthene, benzo[k]fluoranthene, and perylene. Naphthalene, fluorene, and phenanthrene were recovered unchanged after incubation for 72 h with laccase. Addition of 1-hydroxybenzotriazole (HBT) to the reaction mixture increased oxidation of PAH: acenaphthylene, Acenaphthene, fluorene, anthracene, benzo[a]pyrene, and perylene were almost completely removed from the reaction mixture. Oxidation of pyrene and benzo[a]anthracene increased from 8 and 6% without a mediator to 48 and 53% in the presence of HBT. Other PAH were not significantly influenced by the addition of this mediator. PAH-quinones as oxidation products were formed from all PAH to different extents. A part of PAH was polymerized in the laccase/mediator system to products of weight-average molecular weight (MW) of approximately 1,500 Da. The correlation of the ionization potentials of PAH with the oxidation of these compounds is limited to the alternating PAH.

William E. Acree - One of the best experts on this subject based on the ideXlab platform.

Raju Ranjith Kumar - One of the best experts on this subject based on the ideXlab platform.

  • multicomponent dipolar cycloaddition strategy combinatorial synthesis of novel spiro tethered pyrazolo 3 4 b quinoline hybrid heterocycles
    ACS Combinatorial Science, 2016
    Co-Authors: Remani Vasudevan Sumesh, Muthumani Muthu, Abdulrahman I Almansour, Raju Suresh Kumar, Natarajan Arumugam, S Athimoolam, Arockia Jeya Yasmi E Prabha, Raju Ranjith Kumar
    Abstract:

    The stereoselective syntheses of a library of novel spiro-tethered pyrazolo[3,4-b]quinoline–pyrrolidine/pyrrolothiazole/indolizine–oxindole/Acenaphthene hybrid heterocycles have been achieved through the 1,3-dipolar cycloaddition of azomethine ylides generated in situ from α-amino acids and 1,2-diketones to dipolarophiles derived from pyrazolo[3,4-b]quinoline derivatives.

  • an atom economic synthesis and ache inhibitory activity of novel dispiro 7 aryltetrahydro 1h pyrrolo 1 2 c 1 3 thiazole and 4 aryloctahydroindolizine n methylpiperidin 4 one hybrid heterocycles
    European Journal of Medicinal Chemistry, 2013
    Co-Authors: S Sivakumar, Raju Ranjith Kumar, Mohamed Ashraf Ali, Tan Soo Choon
    Abstract:

    The 1,3-dipolar cycloaddition of azomethine ylides generated in situ from Acenaphthenequinone and α-amino acids viz. 1,3-thiazolone-4-carboxylic acid and piperidine-2-carboxylic acid to a series of 1-methyl-3,5-bis[(E)-arylmethylidene]tetrahydro-4(1H)-pyridinones afforded novel spiro[5.2″]Acenaphthene-1″-onespiro[6.3']-5'-arylmethylidene-1'-methylpiperidin-4'-one-7-aryltetrahydro-1H-pyrrolo[1,2-c][1,3]thiazoles and spiro[2.2″]Acenaphthene-1″-onespiro[3.3']-5'-arylmethylidene-1'-methylpiperidin-4'-one-4-aryloctahydroindolizines respectively in quantitative yields. These compounds were evaluated for their AChE inhibitory activity and compound 3c was found to be the most potent with IC50 1.86 μmol/L.

  • an atom economic synthesis and antitubercular evaluation of novel spiro cyclohexanones
    Bioorganic & Medicinal Chemistry Letters, 2009
    Co-Authors: Raju Ranjith Kumar, Subbu Perumal, S C Manju, Pritesh Bhatt, Perumal Yogeeswari, Dharmarajan Sriram
    Abstract:

    Abstract The 1,3-dipolar cycloaddition of azomethine ylides derived from Acenaphthenequinone and α-amino acids viz. sarcosine, phenylglycine, 1,3-thiazolane-4-carboxylic acid and proline to a series of 2,6-bis[(E)-arylmethylidene]cyclohexanones afforded novel spiro-heterocycles chemo-, regio- and stereoselectively in quantitative yields. These compounds were screened for their in vitro activity against Mycobacterium tuberculosis H37Rv (MTB) using agar dilution method. Two compounds, 4-(2,4-dichlorophenyl)-5-phenylpyrrolo(spiro[2.2″]Acenaphthene-1″-one)spiro[3.2′]-6′-(2,4-dichlorophenylmethylidene)cyclohexanone (4i) and spiro[5.2″]Acenaphthene-1″-onespiro[6.2′]-6′-(2,4-dichlorophenylmethylidene)cyclohexanone-7-(2,4-dichlorophenyl)tetrahydro-1H-pyrrolo[1,2-c][1,3]thiazole (5i) display maximum activity in vitro with a MIC value of 0.40 μg/mL against MTB and were 4 and 15.6 times more potent than ethambutol and pyrazinamide, respectively.