- Visible light-mediated metal-free double bond deuteration of substituted phenylalkenes
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Various bromophenylalkenes were reductively photodebrominated by using 1,3-dimethyl-2-phenyl-1H-benzo-[d]imidazoline (DMBI) and 9,10-dicyanoanthracene. With deuterated DMBI analogs (the most effective was DMBI-d11), satisfactory to excellent isotopic yields were obtained. DMBI-d11 could also be regenerated from the reaction mixtures with a recovery rate of up to 50%. The combination of the photodebromination reaction with conventional methods for bromoalkene synthesis enables sequential monodeuteration of a double bond without the necessity of a metal catalyst. This journal is
- Iakovenko, Roman,Hlavá?, Jan
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supporting information
p. 440 - 446
(2021/01/28)
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- Esterase-activated aggregation-induced emission type anticancer prodrug and preparation method thereof
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The invention discloses an esterase activated aggregation-induced emission type anticancer prodrug and a preparation method thereof. The structural general formula of the prodrug is shown in the specification, wherein Drub represents carboxyl-lost chlorambucil, methotrexate and the like, and the prodrug is obtained by taking a tetraphenyl ethylene derivative and methylquinoline as raw materials toobtain aggregation-induced emission molecules and esterifying the aggregation-induced emission molecules with an anti-cancer drug. The prodrug disclosed by the invention has the characteristic of activating and lightening esterase; on one hand, aggregation-induced emission molecules released under the action of esterase in vivo have a relatively high specific marking function on cancer cells; onthe other hand, released aggregation-induced emission molecules have high singlet oxygen generation capacity, and chemotherapy and phototherapy are combined, so that the aggregation-induced emission molecules have wide application prospects.
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Paragraph 0036-0038
(2020/07/28)
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- Zirconoarylation of alkynes through p-chloranilpromoted reductive elimination of arylzirconates
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A novel method for the zirconoarylation of alkynes was developed. TCQ-promoted reductive elimination of arylzirconate [LiCp2ZrAr(RC=CR) ], which was prepared by the reaction of zirconocene-alkyne complexes with aryllithium compounds, afforded trisubstituted alkenylzirconocenes. This reaction can afford multi-substituted olefins with high stereoselectivity.
- Yan, Xiaoyu,Chen, Chao,Xi, Chanjuan
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p. 528 - 534
(2014/04/17)
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- Pyridine-cored V-shaped π-conjugated oligomers: Synthesis and optical properties
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A new series of V-shaped pyridine-cored π-conjugated oligomers are synthesized utilizing two-fold Heck/Suzuki coupling reactions. Optical properties of these compounds (λmax=390-449 nm, Φfl=79-5%, in solutions) are discussed. They are shown to be thermally stable and soluble in common organic solvents. Stilbenoid oligomers exhibited much higher fluorescence quantum yields than tri- and tetra-phenylethylene substituted oligomers in solutions.
- Jana, Debabrata,Ghorai, Binay K.
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experimental part
p. 7309 - 7316
(2012/09/22)
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- 2,2 (Diarlyl) Vinylphosphine compound, palladium catalyst thereof, and process for producing arylamine, diaryl, or arylalkyne with the catalyst
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A novel 2,2-(diaryl)vinylphosphine compound represented by the following general formula (1): (wherein R1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc.; R2, R3, R4, R5, R6, and R7 may be the same or different and each is an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc., provided that R4 and R5 taken together and/or R6 and R7 taken together may represent a fused benzene ring, a substituted fused benzene ring, a trimethylene group, etc.; and p, q, r, and s each is 0 to 5, provided that p+q and r+s each is in the range of from 0 to 5); a palladium-phosphine catalyst obtained by causing a palladium compound to act on the novel 2,2-(diaryl)vinylphosphine compound; and a process for obtaining an arylamine, a diaryl and an arylalkyne in the presence of the palladium-phosphine catalyst.
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- 2,2-(Diaryl)vinylphosphine compound, palladium catalyst thereof, and process for producing arylamine, diaryl, or arylalkyne with the catalyst
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A novel 2,2-(diaryl)vinylphosphine compound represented by the following general formula (1): (wherein R1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc.; R2, R3, R4, R5, R6, and R7 may be the same or different and each is an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc., provided that R4 and R5 taken together and/or R6 and R7 taken together may represent a fused benzene ring, a substituted fused benzene ring, a trimethylene group, etc.; and p, q, r, and s each is 0 to 5, provided that p+q and r+s each is in the range of from 0 to 5); a palladium-phosphine catalyst obtained by causing a palladium compound to act on the novel 2,2-(diaryl)vinylphosphine compound; and a process for obtaining an arylamine, a diaryl and an arylalkyne in the presence of the palladium-phosphine catalyst.
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- Reaction of Benzeneseleninyl Chloride with Olefins in the Presence of a Lewis Acid. A Novel One Step Vinylic Chlorination
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In the presence of aluminum chloride benzeneseleninyl chloride was found to be an exellent vinylic chlorinating reagent of olefins under mild conditions.However, such olefins as styrene, trans-stilbene, and trans-1-phenylpropene afforded dichloro adducts under similar conditions.A plausible reaction mechanism involving positive chlorine intermediate is proposed.
- Kamigata, Nobumasa,Satoh, Takeshi,Yoshida, Masato
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p. 449 - 454
(2007/10/02)
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- Organic Gas-Solid Reactions with Stilbenes, Chalcones, and Enamides
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Crystalline stilbene (1) adds gaseous chlorine and bromine without intermediate melting.The stereoselectivity is similar to that observed in solutions.Triphenylethene (3) also yields the products 4 in gas-solid reactions with chlorine and bromine, but these products tend to loose HX from the crystal; their conversion products are described.Neither crystalline 1 nor 3, but (E)-1,2-diphenyl-1-propene (7) adds gaseous hydrogen bromide regiospecifically.The same is true for the crystalline chalcone 10, which adds hydrogen bromide and -chloride selectively to give 11 nonisotypically.Gaseous ammonia reconverts crystalline 11 into 10.The enamide 12 in its crystalline state adds the gases hydrogen bromide, -chloride, methanethiol and hydrogen, to give the products 13, but also 15 (addition and condensation) and 16 (double addition). 13f which is formed via hydrogenation of crystals is not isotypical with its precursor 12.The liquid 17 crstallizes on freezing and then easily adds the gases hydrogen bromide (> - 50 deg C) and hydrogen chloride (> - 80 deg C) in highly controlled reactions to give the reactive compounds 18.These are converted not only into oligomers but also into the derivatives 19, 20, 21, and 22.The advantages of the unusual reaction procedures are discussed.
- Kaupp, Gerd,Matthies, Doris
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p. 1897 - 1904
(2007/10/02)
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- Indirect Electrochemical Reduction of Vinyl Halides and Related Compounds
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Some substituted vinyl halides and related compounds have been reduced indirectly by electrolysis using anion radicals as mediators.The rate of electron transfer from the electron donors to the electron acceptors has been measured by cyclic voltammetry, and the solvent and bond reorganization energy, λ, has been extracted from the data using the Marcus equation.The λ values for the vinyl and cyclopropyl halides were found to be closer to those for aryl halides than those for alkyl halides.The method was used preparatively for selective dehalogenation of vinyl halides, including derivatives of 10-bromo-5H-dibenzazepine.
- Gatti, Norberto,Jugelt, Werner,Lund, Henning
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p. 646 - 652
(2007/10/02)
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