34 research outputs found
Stereoselective synthesis of cis-2-(polyfluoroalkyl)chroman-4-ols and trans-4-acylamino-2-(polyfluoroalkyl)chromans
trans-4-Acylamino-2-(polyfluoroalkyl)chromans were synthesized using a Ritter reaction between cis-2-(polyfluoroalky )chroman-4-ols and various nitriles. © ARKAT USA, Inc
5-(Methylidene)barbituric acid as a new anchor unit for dye-sensitized solar cells (DSSC)
Novel dyes bearing a 5-(methylidene)barbituric acid moiety as a new acceptor/anchor fragment were obtained and exhibited remarkable photophysical properties, according to a preliminary assessment of their sensitization activity as elements for dye-sensitized solar cells. © ARKAT-USA, Inc
An improved protocol for the preparation of 5, 11-dialkyl-6, 12-di(hetero)aryl-5, 11-dihydroindolo[3, 2-b]carbazoles and synthesis of their new 2, 8-dicyano-/2, 8-bis(benzo[d]thiazol-2-yl)-substituted derivatives
A number of 5, 11-dialkyl-6, 12-di(hetero)aryl-5, 11-dyhydroindolo[3, 2-b]carbazoles has been synthesized by modified method based on HBr catalyzed condensation of (hetero)aromatic aldehydes with indole in MeCN solution affording 5, 6, 11, 12-tetrahydroindolo[3, 2-b]carbazoles, that have been aromatized with I2 in DMF solution for 1 h at reflux, followed by alkylation of 5, 11-dihydro compounds. New 2, 8-dicyano-(10 examples) as well as 2, 8-bis(benzo[d]thiazol-2-yl)-substituted (5 examples) derivatives of these 5, 11-dyhydroindolo[3, 2-b]carbazoles have been obtained through their initial C2, 8-formylation, followed by treatment of dialdehydes with excess of hydroxylamine and dehydration of the formed aldoximes with acetic anhydride or by interaction with excess of 2-aminothiophenol in DMSO solution, respectively. © 2018 Arkat. All rights reserved.This research study was supported financially by the Russian Science Foundation (Project No. 16-13-10435)
A convenient approach to the design and synthesis of indolo[3,2-c]coumarins via the microwave-assisted Cadogan reaction
3-(4,5-Dimethoxy-2-nitrophenyl)coumarins bearing various substituents on the benzene ring of the coumarin system have been prepared from salicylaldehydes and 2-(4,5-dimethoxy-2-nitrophenyl)acetonitrile by means of the Perkin condensation. Further cyclization of these 3-aryl coumarins through the microwave-assisted Cadogan reaction afforded the corresponding indolo[3,2-c]coumarins in good to excellent yields. © 2013 Elsevier Ltd. All rights reserved
Synthesis of aryl-substituted thieno[3,2-b]thiophene derivatives and their use for N,S-heterotetracene construction
Fiesselmann thiophene synthesis was applied for the convenient construction of thieno[3,2-b]thiophene derivatives. Thus, new 5- or 6-aryl-3-hydroxythieno[3,2-b]thiophene-2-carboxylates were obtained by condensation of 5- or 4-aryl-3-chlorothiophene-2-carbox-ylates, respectively, with methyl thioglycolate in the presence of potassium tert-butoxide. The saponification of the resulting esters, with decarboxylation of the intermediating acids, gave the corresponding thieno[3,2-b]thiophen-3(2H)-ones. The latter ketones were used to synthesize new N,S-heterotetracenes, namely 9H-thieno[2',3':4,5]thieno[3,2-b]indoles by their treatment with arylhydrazines in accordance with the Fischer indolization reaction. © 2019 Demina et al.; licensee Beilstein-Institut.Russian Foundation for Basic Research, RFBR: 18-33-20083This study was supported by the Russian Foundation for Basic Research, Grant No. 18-33-20083
An Approach to the Construction of Benzofuran-Thieno[3,2- b]indole-Cored N,O,S-Heteroacenes Using Fischer Indolization
A series of 6H-benzofuro[2′,3′:4,5]thieno[3,2-b]indoles were readily synthesized from methyl 3-aminothieno[3,2-b]benzofuran-2-carboxylates using a one-pot procedure with Fischer indolization as the key step. At the same time, 3-aminothieno[3,2-b]benzofuran-2-carboxylates were prepared from 3-chlorobenzofuran-2-carbaldehydes in three steps, including replacement of the Cl atom at the C-3 position of these starting substrates onto the -SCH2CO2Me moiety, conversion of the CHO group at the C-2 position into the CN group, followed by base-promoted cyclization of the formed carbonitrile. The present route was elaborated by us because we failed to obtain directly the desired 3-aminothiophene-2-carboxylate by reaction of 3-chlorobenzofuran-2-carbonitrile with methyl thioglycolate in the presence of various bases. In turn, 3-chlorobenzofuran-2-carbaldehydes were prepared from benzofuran-3(2H)-ones following the Vilsmeier-Haack-Arnold reaction. © 2021 The Authors. Published by American Chemical Society.The research was financially supported by the Russian Science Foundation (project no. 18-13-00409)
An Effective Synthetic Approach to 2-(Hetero)Aryl-Substituted Thieno[3,2-b]Indoles, Based on the Fischer and the Fiesselmann Methods
This study was supported financially by the Russian Foundation for Basic Research (research Рroject № 18-33-20083 mol_a_ved), and the Scientific Council of the President of the Russian Federation (grant № МК-1460.2018.3)
Synthesis and characterization of semiconducting carbazole thin films
The main goal of this study is characteristics determination of synthesized or-ganic compounds for designing electronic components as organics diodes and transis-tors
TiO2 paste for DSSC photoanode: preparation and optimization of application method
Received: 27.03.2020. Accepted: 20.10.2020. Published:30.12.2020.We propose a simple method of TiO2 paste preparation from titania powder (Degussa) and organic binders (terpineol, ethyl cellulose) for making a continuous photoactive layer of a dye-sensitized solar cell (DSSC). The prepared paste was characterized by using thermogravimetric and X-ray diffraction methods for comparison with commercial paste (Solaronix). The TiO2 layer parameters for applying and annealing were optimized by varying the layer thickness and using different masks. The surface morphology of annealed layers was controlled by optical microscopy. Before TiO2 paste applying and after annealing, the conductive glass (fluorine-tin oxide — FTO) was treated by TiCl4 hydrochloric acid solution. The structure of DSSCs were composed FTOglass / TiO2 layer sensitized Ruthenium complex (N719 dye)/ iodide-based electrolyte / Pt counter electrode/ FTO glass. The DSSC photovoltaic characteristics were measured under AM 1.5G irradiation and demonstrated to be close to those of photoanodes based on the prepared and commercial pastes.The team of authors is grateful to the Russian Science Foundation for financial support, grant No. 17‑79‑20165. A. S Steparuk would like to acknowledge the financial support for the analytical studies of synthesized compounds from the Ministry of Education and Science of the Russian Federation within the framework of the State Assignment for Research (project no. AAAA-A19‑119012490006‑1)
Synthesis, optical and electrochemical properties of new thieno[2,3-b]indole-based dyes
Three new push-pull dyes consisting of a thieno[2,3-b]indole ring system as an electron donor, thiophene spacer as a π-bridge, and electron-withdrawing moieties such as 2-methylene malonitrile, 2-methylene-1Hindene- 1,3(2H)-dione, and 2-(2-methylene-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, have been synthesized and studied for their application in organic electronics devices. Investigation of their optical and electrochemical properties reveal that these compounds possess narrow band gaps (1.7-2 eV) and an effective absorption in the visible spectral range (440-740 nm). Therefore, these chromophores can be regarded as promising light-harvesting materials. © 2018 ARKAT USA, Inc.Russian Science Foundation, RSF: 16-13-10435This research study was financially supported by the Russian Science Foundation (Project No. 16-13-10435)