- 3,4-Bis(1,3-benzothiazol-2-yl)furan
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The title compound, C18H10N2OS2, was prepared and characterized on the basis of its 1H NMR and UV spectra, and X-ray diffraction analysis. The five-membered heterocyclic rings are flat and coplanar with their fused benzene rings. The furan ring is planar, with the 2-benzothiazolyl groups rotated out of plane by 6.3 (1) and 32.7 (1)°. The S atoms of the 2-benzothiazolyl groups are positioned anti with respect to one another.
- Mrvos-Sermek,Tralic-Kulenovic,Nagl,Fiser-Jakic
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- THIENO, FURO AND SELENOPHENO-[3,4-C]PYRROLE-4,6-DIONE COPOLYMERS
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Novel photoactive copolymers based on thieno, furo or selenopheno-[3,4- c]pyrrole-4,6-dione-derivative are described herein. More specifically, the photoactive copolymers comprise repeating units of Formula I -[A1-A2]- I wherein A1 is an electron donating unit such as a mono or polycyclic heteroaryl that is unsubstitued or substituted with one or more C1-20-alkyl or C1-20-alkoxy; and A2 is an alkylfuro or alkylselenopheno-[3,4-c]pyrrole-4,6-dione-derivative. The photoactive copolymers are suitable for use in BHJ solar cells.
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- Pd-catalyzed direct C-H arylation of thieno[3,4-c]pyrrole-4,6-dione (TPD): A step-economical synthetic alternative to access TPD-centred symmetrical small molecules
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We demonstrate a step-economical and viable synthetic alternative to access a series of thieno[3,4-c]pyrrole-4,6-dione (TPD)-based π-conjugated molecules through Pd-catalyzed direct C-H arylations. A comprehensive synthetic study including the screening of various kinds of palladium catalysts, ligands, and bases is reported. Under the optimum reaction conditions, TPD and its common derivatives underwent efficient and mild direct C-H arylations with a variety of functionalized bromoarenes. Functional groups such as ester, nitrile, ketone, aldehyde, and halide were well-tolerated, which substantially extended the reaction scope. We hope the reported method will provide materials scientists a relatively greener synthetic route to efficiently prepare TPD-containing π-functional materials. This journal is the Partner Organisations 2014.
- Chang, Shan-Yun,Lin, Po-Han,Liu, Ching-Yuan
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p. 35868 - 35878
(2014/11/07)
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- Thieno-, furo-, and selenopheno[3,4-c ]pyrrole-4,6-dione copolymers: Effect of the heteroatom on the electrooptical properties
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New push-pull conjugated polymers based on furo[3,4-c]pyrrole-4,6-dione (FPD) and selenopheno[3,4-c]pyrrole-4,6-dione (SePD) have been synthesized and compared with their thieno[3,4-c]pyrrole-4,6-dione (TPD) analogues to investigate the effects of the heteroatom on the electrooptical properties. The copolymers were synthesized using either Stille cross-coupling or direct heteroarylation polymerization (DHAP), the latter method giving high molecular weights. Hypsochromic shifts of the band gaps were observed for FPD-based copolymers (sulfur substituted by oxygen) while small bathochromic shift was observed for SePD (sulfur substituted by selenium) when compared to its TPD analogue. These two new classes of conjugated polymers exhibit electrooptical properties that could lead to interesting bulk heterojunction plastic solar cells.
- Beaupre, Serge,Pron, Agnieszka,Drouin, Simon H.,Najari, Ahmed,Mercier, Lauren G.,Robitaille, Amelie,Leclerc, Mario
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p. 6906 - 6914,9
(2020/08/24)
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- The facile generation of a tetramethyleneethane type radical cation and biradical utilizing a 3,4-di(α-styryl)furan and a photoinduced ET and back ET sequence
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Product analyses and nanosecond time-resolved spectroscopy on laser flash photolysis were studied for the photoinduced electron-transfer reaction of 3,4-di(α-styryl)furan (6a). A combination of these results, kinetic, density functional theoretical (DFT), and time-dependent DFT analyses enabled assignment of the absorption to the tetramethyleneethane (TME)-type radical cation (7a?+, λmax = 392 nm) and the corresponding singlet biradical (17a??, λmax = 661 nm). These two intermediates were mechanistically linked to each other with a facile back electron-transfer reaction. The present studies provide a new method for the generation of aryl-substituted TME-type intermediates.
- Ikeda, Teruyo,Ikeda, Hiroshi,Takahashi, Yasutake,Yamada, Masafumi,Mizuno, Kazuhiko,Tero-Kubota, Shozo,Yamauchi, Seigo
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p. 2466 - 2472
(2008/09/18)
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- Carboxylic acid derivatives, medicaments comprising these compounds, their use and processes for their production
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The present application relates to the use of the carboxylic acid derivatives of general formula R1—A—B—R2 ??(I) wherein R1, R2, A and B are defined as in claim 1, the isomers and the salts thereof, particularly the physiologically acceptable salts thereof, which have an inhibitory effect on telomerase, processes for the preparation thereof, pharmaceutical compositions containing these compounds and the use thereof as well as the preparation thereof.
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- The synthesis of 6,9-bis[(aminoalkyl)amino] substituted benzo[g]quinoxaline-, benzo[g]quinazoline- and benzo[g]phthalazine-5,10- diones via regiospecific displacements
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The synthesis of 6,9-difluoro substituted benzo[g]quinoxaline-5,10-diones (3A), benzo[g]quinazoline-5,10-diones (3B) and benzo[g]phthalazine-5,10- diones (3C) have been accomplished. Treatment of 3A, 3B or 3C with diamines or N-(t-butoxycarbonyl)ethylenediamine led to the corresponding 6,9- bis[(aminoalkyl)amino]-substituted analogues related to 2A, 2B and 2C, respectively. The mono-substituted derivatives 4h and 4i could be isolated from displacements commencing from 3A. A competitive ring-opening of the pyrimidine ring of 2C occurred during the reaction with N,N- dimethylethylenediamine. Removal of the BOC-protecting group from 2Ac led to the hydrochloride salt 2Ab. A novel synthetic pathway to 6,9- dihydroxybenzo[g]phthalazine-5,10-dione (21a) was developed. Conversion of 21a to the ditosylate 21b was readily accomplished. Treatment of 21b with N,N-dimethylethylenediamine or N-(t-butoxycarbonyl)ethylenediamine led to 2Ca and 2Cc, respectively. Removal of the BOC-protecting group from 2Cc with trifluoroacetic acid followed by ion-exchange led to the hydrochloride salt 2Cb. Treatment of ditosylate 21b with N-(t-butoxycarbonyl)ethylenediamine also led to the mono-substituted analogue 25a along with a small amount of the O-S cleavage product 25b. Treatment of 25a with N,N- dimethylethylenediamine led to the unsymmetrically substituted derivative 25c which was converted into the trifluoroacetate salt 25d.
- Krapcho,Maresch,Helgason,Rosner,Hacker,Spinelli,Menta,Oliva
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p. 1597 - 1606
(2007/10/02)
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- SYNTHESIS OF NECTRIAFURONE, AN ISOFURANONAPHTHOQUINONE ISOLATED FROM THE FUNGUS NECTRIA HAEMATOCOCCA
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Syntheses of 5-methoxy-4,7-dihydroxynaphtho8,9-furandione (2) and of 4,7-dihydroxynaphtho8,9-furadione (3) were carried out by rapid Friedel-Crafts reaction using the dry method.The addition of acetaldehyde on 2 in presence of LDA gave the (+/-)-nectriafurone (1), thus confirming the proposed structure of 3-(1'-hydroxyethyl)-5-methoxy-4,7-dihydroxynaphtho8,9-furandione.
- Devys, Michel,Barbier, Michel,Parisot, Denise
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p. 1485 - 1490
(2007/10/02)
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- Binding and Transport of Alkali Metal Ions by Synthetic Analogoues of Nactins
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Our new synthesis of 32-linked macrocycles, models of nactin ionophores, has been extended to more complex structures.The complexation properties of these macrocycles were determined using the method of extraction of alkali metals from an aqueous phase.Extraction constants of some compounds are much higher than those measured for nonactin and for dibenzo-18-crown-6, whereas the association constants measured for the same alkali metals are very weak.There is no complexation selectivity towards the cations, only a slight preference for lithium is observed.These synthetic ionophores are able to transport alakli metal ions through a non-polar barrier, but without clear selectivity.The measured rates are lower than those obtained for nonactin and dibenzo-18-crown-6, the decomplexation being the rate-determining step.
- Samat, Andre,Bibout, Mohammed El Malouli,Elguero, Jose
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p. 1717 - 1724
(2007/10/02)
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