- Poly(mono-, bi- or trifuran): Effect of oligomer chain length on the electropolymerization performances and polymer properties
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Most recently, oligo-/polyfurans have regained widely attention due to their unique properties and promising applications in organic electronics. Herein, to acquire a thorough fundamental understanding of the electrosynthesis and properties of polyfuran (PFu) from different initial oligomers, the synthesis, fluorescence, and electropolymerization performances of α-oligofurans, namely furan (Fu), bifuran (2Fu), trifuran (3Fu), were comprehensively reported and the effect of oligomer chain length on the structure and properties of the resulting PFu films were evaluated. The oligofurans introduced here revealed higher fluorescence efficiency (0.05 for Fu, 0.19 for 2Fu and 0.27 for 3Fu) than the corresponding oligothiophenes and oligoselenophenes. The onset oxidation potential of oligofurans decreased obviously (1.25 V for Fu, 0.8 V for 2Fu, and 0.7 V for 3Fu) with the chain length of the starting monomers increasing, thus leading to the electrodeposition of high quality free-standing PFu films with improved optoelectronic properties. Structure characterization and properties of the as-formed PFu from different initial oligomers, including FT-IR, UV-vis, surface morphology, fluorescence, electroactivity and stability, electrochromic properties, etc., were systematically investigated and comprehensively discussed.
- Zhen, Shijie,Lu, Baoyang,Xu, Jingkun,Zhang, Shimin,Li, Yuzhen
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- Tuning the optoelectronic properties of polyfuran by design of furan-EDOT monomers and free-standing films with enhanced redox stability and electrochromic performances
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Most recently, conjugated oligo-/polymers containing furan have regained attention due to their unique properties and promising application in organic electronics. Herein, to acquire a thorough fundamental understanding of the electrosynthesis and properties of furan-EDOT copolymers from different initial monomers, the synthesis and electropolymerization performances of furan-EDOT monomers, namely 5-(furan-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin (EDOT-Fu), 5,7-di(furan-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin (Fu-EDOT-Fu), and 2,5-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)furan (EDOT-Fu-EDOT), were comprehensively reported and the effect of different monomers on the structure and properties of the resulting polymers obtained under optimized electrical conditions were systematically evaluated. The monomers exhibit good blue-green photoluminescence with quantum yields ranging from 0.5 to 40%, which may be used as building blocks for rational design of fluorescent conjugated systems. The onset oxidation potential ranged from 0.78 V-0.45 V with the incorporation of EDOT unit in monomer chain, thus leading to the facile electrodeposition of free-standing films with improved optoelectronic properties in comparison with polyfuran. The obtained copolymers featured the advantageous combination of polyfuran and PEDOT, such as higher fluorescence and better planarity of polyfuran, transparency and excellent redox stability of PEDOT. Structure characterization and properties of the as-formed copolymer films from different initiative monomers, including FT-IR, UV-vis, TG, fluorescence, surface morphology and electrochromic properties, etc., were systematically investigated and comparatively discussed.
- Zhen, Shijie,Xu, Jingkun,Lu, Baoyang,Zhang, Shimin,Zhao, Li,Li, Jie
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- Controllable Stereoselective Synthesis of (Z)- and (E)-Homoallylic Alcohols Using a Palladium-Catalyzed Three-Component Reaction
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Diastereoselective synthesis of (Z)- and (E)-homoallylic alcohols using a Pd-catalyzed three-component reaction of 3-(pinacolatoboryl)allyl benzoates, aldehydes, and aryl stannanes was developed, which provides an alternative method for the allylboration of aldehydes using α, γ-diaryl-substituted allylboronates. Both sets of reaction conditions enable access to either (Z)- or (E)-homoallylic alcohols with good to high alkene stereocontrol. The present method showed good functional group compatibility and generality. Efficient chirality transfer reactions to afford enantioenriched (Z)- and (E)-homoallylic alcohols were also achieved.
- Horino, Yoshikazu,Sugata, Miki,Mutsuura, Itaru,Tomohara, Keisuke,Abe, Hitoshi
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supporting information
p. 5968 - 5971
(2017/11/10)
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- Stereoselective synthesis of oxa-bowls by nucleophilic addition to oxonium ions: Observation of nucleophile-dependent hydride migration
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A simple and reliable platform was developed for the synthesis of symmetrical oxa-bowls through the Lewis acid mediated etherification of dimethyl acetals. An intramolecular hydride transfer was observed with the use of electron-rich aryl nucleophiles, which also gave access to unsymmetrical oxa-bowls. A general strategy is developed for the stereoselective synthesis of symmetrical oxa-bowls through the Lewis acid mediated generation of oxonium ions from bis-acetals and their subsequent trapping with a variety of nucleophiles. Hydride migration is observed with the use of trimethoxybenzene as a nucleophile with rigid acetal precursors. This method is extended to the synthesis of unsymmetrically substituted oxa-bowls. Copyright
- Gharpure, Santosh J.,Porwal, Suheel K.
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supporting information
p. 7277 - 7281
(2013/11/19)
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- Polyheterocyclic compounds
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The present invention relates to a group of polyheterocyclic compounds covered by the following formula: STR1 wherein each of X1, X2, X3, and X4, independently, is O, S, NH, or N(C1-6 alkyl), but one of them must be O, NH, or N(C1-6 alkyl); each of R1, R2, R5, and R6, independently, is H or a substituent (e.g., halogen, CN, NO2, or C1-4 haloalkyl), but at least one of them must be a substituent; each of R3 and R4, independently, is H, C1-6 alkyl, CHO, CH2 OH, or CH2 NH2 ; and each of m and n, independently, is 0 or 1.
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- UROKINASE INHIBITORS
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Disclosed are benzothiophene and thienothiophene derivatives useful for inhibiting urokinase activity.
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- THE CHEMISTRY OF ORGANOLEAD(IV) TRICARBOXYLATES. SYNTHESIS AND ELECTROPHILIC HETEROARYLATION REACTIONS OF 2- AND 3-THIENYL-, AND 2- AND 3-FURYL-LEAD
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Tin(IV)-lead(IV) exchange and mercury(II)-lead(IV) exchange reactions have been used to obtain 2-thienyl-lead triacetate (3), 2-thienyl-lead tribenzoate (4), 3-thienyl-lead triacetate (16), 2-furyl-lead triacetate (21), and 3-furyl-lead triacetate (31).In reactions with the β-dicarbonyl compounds (7), (11), and (13), the above heteroaryl-lead compounds behaved as 2-thienyl, 3-thienyl, 2-furyl, and 3-furyl cation equivalents respectively, giving the α-heteroaryl β-dicarbonyl compounds (8), (12), (14), (17), (18), (19), (25), (27), (28), (38), (34), and (35) in synthetically useful yields.
- Pinhey, John T.,Roche, Eric G.
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p. 2415 - 2422
(2007/10/02)
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