- Organoselenides from Nicotiana tabacum genetically modified to accumulate selenium
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Nicotiana tabacum L. (tobacco) plants were transformed to overexpress a selenocysteine methyltransferase gene from the selenium hyperaccumulator Astragalus bisulcatus (Hook.) A. Gray (two-grooved milkvetch), and an ATP-sulfurylase gene from Brassica oleracea L. var. italica (broccoli). Solvent extraction of leaves harvested from plants treated with selenate revealed five selenium-containing compounds, of which four were identified by chemical synthesis as 2-(methylseleno)acetaldehyde, 2,2-bis(methylseleno)acetaldehyde, 4-(methylseleno)-(2E)-nonenal, and 4-(methylseleno)-(2E,6Z)-nonadienal. These four compounds have not previously been reported in nature.
- Matich, Adam J.,McKenzie, Marian J.,Brummell, David A.,Rowan, Daryl D.
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Read Online
- Aqueous phase preparation method of dialkyl diselenide ether compound
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The method comprises the following steps: taking the compound represented by the formula (II) as a reaction raw material and I as a reaction raw material, and taking water or ethanol as a solvent under Se 40 - 75 °C conditions to obtain the reaction liquid to obtain the dialkyl diselenium ether compound shown in the formula (II KOH). The reaction is short in reaction time, does not need a metal catalyst, uses water as a solvent, and belongs to green and environment-friendly reaction. Economy, high efficiency, green, environmental protection.
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Paragraph 0037-0041
(2021/11/21)
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- Continuous Electrochemical Synthesis of Iso-Coumarin Derivatives from o-(1-Alkynyl) Benzoates under Metal- and Oxidant-Free
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A non-oxidant and metal-free strategy for synthesizing iso-coumarin by using a continuous electrochemical microreactor to initiate an oxidative cyclization reaction of o-(1-alkynyl) benzoate and radicals. This efficient and clean continuous electrosynthesis method not only avoids the complicated gas protection operation and production of by-products in the batch processes, but also help to overcome the difficulty that batch metal catalysis and electrocatalysis are difficult to scale up, and has the potential for pilot-scale experiment.
- Lin, Xinxin,Fang, Zheng,Zeng, Cuilian,Zhu, Chenlong,Pang, Xinyan,Liu, Chengkou,He, Wei,Duan, Jindian,Qin, Ning,Guo, Kai
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supporting information
p. 13738 - 13742
(2020/10/02)
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- Recyclable 1,2-bis[3,5-bis(trifluoromethyl)phenyl]diselane-catalyzed oxidation of cyclohexene with H2O2: A practical access to trans-1,2-cyclohexanediol
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1,2-Bis[3,5-bis(trifluoromethyl)phenyl]diselane-catalyzed oxidation of cyclohexene by hydrogen peroxide affords a quick, clean and practical access to the important compound trans-1,2-cyclohexanediol under mild conditions. The highly atom-economic properties, clean procedures, high reaction concentration, short reaction time, mild conditions and eco-friendly, recyclable and low loading catalysts facilitate this methodology for possible future practical industrial production. Copyright
- Yu, Lei,Wang, Jun,Chen, Tian,Wang, Yuguang,Xu, Qing
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p. 652 - 656
(2014/08/05)
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- Perthio- and perseleno-1,3-butadienes, -but-1-ene-3-ynes, and -[3]-cumulenes: One-step syntheses from 1,4-dilithio-1,3-butadiyne
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(Matrix presented) Treatment of 1,4-dilithio-1,3-butadiyne (1) with dichalcogenides RSSR or RSeSeR affords dithio- and diseleno-1,3-butadiynes (2, 3), perthio- and perseleno-[3]-cumulenes (4, 5), perthio- and perseleno-1,3-butadienes (6, 7), and/or perthio- and perseleno-but-1-ene-3-ynes (8, 9). The products can be controlled by stoichiometry and temperature, by the presence or absence of oxygen, and by choice of the "R" group. By X-ray crystallography, hexa(methylthio)-1,3-butadiene is highly twisted, with a torsion angle [Φ(CCCC)] of 84.7° and an elongated C(2)-C(3) distance of 1.484(3) A.
- Block, Eric,Tries, Frank,He, Chunhong,Guo, Chuangxing,Thiruvazhi, Mohan,Toscano, Paul J.
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p. 1325 - 1327
(2007/10/03)
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- Reaction of Mono- and Dihaloalkanes with Mixed Solutions of Chalcogens in Alkaline Reductive Systems
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Sufur-selenium, sulfur-tellurium, selenium-tellurium, and sulfur-selenium-tellurium mixtures readily dissolve in the hydrazine hydrate-alkali system to form chalcogenide anions. Alkylation of the latter with ethyl bromide results in preferential formation
- Deryagina,Grabel'nykh,Mamaseva
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p. 711 - 714
(2007/10/03)
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- Cross-coupling of (Z)-1,2-bis(ethylseleno)ethene with the Grignard reagents
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The nickel-catalyzed cross-coupling of (Z)-1,2-bis(ethylseleno)ethene with the alkyl magnesium bromides proceeds with substitution of both ethylseleno groups to afford symmetrical alkenes, (Z)-RCH=CHR, in high yield with complete retention of configuratio
- Martynov, Alexander V.,Potapov, Vladimir A.,Amosova, Svetlana V.,Makhaeva, Nataliya A.,Beletskaya, Irina P.,Hevesi, Laszlo
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p. 101 - 103
(2007/10/03)
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- New Routes to Poly(Alkylene Sulfidoselenides)
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A procedure was developed for preparing mixed poly(alkylene sulfidoselenides) by simultaneous dissolution of sulfur and selenium in basic reducing systems NaOH (KOH)-N2H4 * H2O-H2O, followed by alkylation of the resulting solutions with bielectrophilic agents.
- Deryagina, E. N.,Grabelnykh, V. A.,Russavskaya, N. V.,Alekminskaya, O. V.
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p. 1729 - 1733
(2007/10/03)
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- A Route to Organyl(trialkoxysilyl)chalcogenides and Dichalcogenides, Bis(trialkoxysilylmethyl)chalcogenides and Dichalcogenides
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Reactions of organylchalcogenomagnesium halides RYMgX (in situ) (R = Me, Et, Ph; Y = S, Se, Te; X = Br, I) with (halomethyl)trialkoxysilanes X'CH2Si(OR')3 (X' = Cl, I; R' = Me, Et) at reflux in tetra-hydrofuran and the systems of tetrahydrofuran-acetonitrile 1 :2, and ether-acetonitrile 1:2 are studied. These reactions are shown to lead to formation of mixtures of corresponding organyl(trialkoxysilylmethyl)chalcogenide and -dichalcogenide, bis(trialkoxysilyl methyl)chalcogenide and -dichalcogenide, as well as the contaminants 2,2,6,6-tetraalkoxy-2,6-disila-4-chalcogen-1-oxane, diorganylchalcogenide and -dichalcogenide, and other organic and organosilicon compounds. Composition of the formed mixtures depends considerably on the structure of R, nature of the chalcogen Y (S, Se, Te), and halides X and X' in the initial reagents, and reaction conditions. The most of synthesized and isolated organosilicon chalcogenides are newly obtained compounds.
- Sorokin, M. S.,Voronkov, M. G.
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p. 1883 - 1890
(2007/10/03)
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- A synthetic method for diselenides under phase-transfer conditions
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Diselenides were easily prepared in high yields by the alkylation of sodium diselenide on halides in water under phase-transfer conditions.
- Hu, Xubo,Tian, Zhenjiao,Lu, Xueran,Chen, Yuanyin
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p. 553 - 557
(2007/10/03)
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- Synthesis of organic diselenide using zinc powder
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A new synthetic method of diselenide by reducing element selenium with zinc powder in basic environment, and then reacting with electrophiles is described. Nine diselenides are synthesized with yields between 52-90%.
- Ping,Xunjun
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p. 1721 - 1725
(2007/10/02)
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- (1)H and (13)C NMR Studies on the Positional Isomers of Methyl Selenalaurate and Telluralaurate
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A report is given of the (1)H and (13)C NMR spectra of a series of methyl selenalaurates and telluralaurates in which successive methylene groups have been replaced by a selenium or a tellurium atom.The effect on contiguous carbons is a marked upfield shift (shielding) while the protons attached to these carbons are deshielded.The β-and γ protons are weakly deshielded.
- Lie Ken Jie, Marcel S. F.,Yan-Kit, Cheung,Chau, Sherman H.,Yan, Bonnie F. Y.
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p. 501 - 508
(2007/10/02)
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- A convenient method for the preparation of dialkylditellurides and dialkyldiselenides
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Dialkylditellurides 3 and dialkyldiselenides 4 were prepared in high yields and in a one-pot procedure by the reduction of elemental tellurium and selenium with phenyl hydrazine in basic medium (NaOH/DMF) followed by treatment with organohalides.
- Li,Bao,Lue,Zhou
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p. 799 - 806
(2007/10/02)
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- SYNTHESIS OF (Z,Z)-DISULFOXIDE FROM BROMINE-CONTAINING SULFOXIDES
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The reactions of ethenethiolate anion with di(1-bromovinyl) and di(1,2-dibromoethyl) sulfoxides in the presence of sodium amide in liquid ammonia lead to (Z,Z)-di sulfoxide with yields of 35-40percent
- Amosova, S. V.,Gostevskaya, V. I.,Gavrilova, G. M.,Afonin, A. V.,Potapov, V. A.
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p. 1775 - 1777
(2007/10/02)
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- NOVAL SYNTHESIS OF 1,3,5-TRISELENANES FROM ALDEHYDES, AND NOVEL GENERATION OF SELENOALDEHYDES BY FRAGMENTATION OF 1,3,5-TRISELENANES
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Reaction of aldehydes with (Me3Si)2Se in the presence of Lewis acid afforded 1,3,5-triselenanes via selenoaldehydes.Novel and convenient generation of selenoaldehydes was also achived by thermally- or Lewia acid-induced fragmentation of 1,3,5-triselenanes.
- Takikawa, Yuji,Uwano, Akira,Watanabe, Hiroyuki,Asanuma, Masaki,Shimada, Kazuaki
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p. 6047 - 6050
(2007/10/02)
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- Synthesis of six- and seven-membered heterocycles by reaction of 1-(2-chloroethylthio)-1-alkynes and 1-(3-chloropropylthio)-1-alkynes with alkali metal sulfide, selenide and telluride
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Reaction of RCC-S-CH2CH2Cl (1, R=alkyl) compounds with dilithium disulfide (Li2S2) in ethanol gives 3-alkyl-5,6-dihydro-1,4-dithiins (2, n=2, X=S).With the alkali monosulfide, M2S, dehydrochlorination to (vinylthio)alkynes RCC-S-CH=CH2 (3) predominates.Interaction between 1, n=2, and M2Se or M2Te (M=Li or Na) in liquid ammonia gives rise to dehydrochlorination as well as to attack on chlorine with intermediate formation of alkynethiolates RCC-S- (4); if this reaction is carried out in ammonia-free ethanol, the desired 5,6-dihydro-1,4-thiaselenins and -thiatellurins (2, n=2, X=Se or Te) are, in some cases, obtained.The chloro sulfides RCC-S-(CH2)3Cl (1, R=alkyl or phenyl) with alkali metal sulfide, selenide and telluride yield respectively 3-alkyl- or 3-aryl-6,7-dihydro-5H-1,4-dithiepins, the corresponding 6,7-dihydro-5H-1,4-thiaselenepins and 6,7-dihydro-5H-thiatellurepins (2, n=3).When R in the starting compounds 2 is a Me3Si group, the unsubstituted compounds 2 (n=3, R=H) are formed.
- Sukhai, R. S.,Jong, R. de,Verkruijsse, H. D.,Brandsma, L.
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p. 368 - 372
(2007/10/02)
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