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Journal articles on the topic 'Thiophens'

Author: Grafiati

Published: 7 June 2025

Last updated: 2 August 2025

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1

Kirret, O., and L. Lahe. "VERGLEICH VON INFRAROTSPEKTREN DES 2D-THIOPHENS UND DES THIOPHENS MIT DEN RAMANSPEKTREN DES THIOPHENS." Proceedings of the Academy of Sciences of the Estonian SSR. Chemistry 34, no. 2 (1985): 154. http://dx.doi.org/10.3176/chem.1985.2.13.

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2

Beyer, H., S. Melde, and K. Dittrich. "Hydrazine des Thiophens und Oxazols." Zeitschrift für Chemie 1, no. 6 (2010): 191. http://dx.doi.org/10.1002/zfch.19610010612.

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3

Zander, Maximilian. "Zur Photolumineszenz von Benzologen des Thiophens." Zeitschrift für Naturforschung A 40, no. 5 (1985): 497–502. http://dx.doi.org/10.1515/zna-1985-0514.

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Fluorescence and phosphorescence spectra, fluorescence and phosphorescence quantum yields and phosphorescence lifetimes of the benzologues I -V of thiophene have been measured in ethanol at 77 K. By comparing the energies of the lowest triplet states of the molecules with those of corresponding hydrocarbons it is concluded that the sulphur atoms act like substituents and are not equivalent to aromatic double bonds. The rate of the radiationless deactivation of the lowest triplet state depends on the energy gap Δ E(T1 - S0) in accordance with the Siebrand relation. An unexpected small intraannu

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4

Margl, Lilla, Andreas Tei, István Gyurján, and Michael Wink. "GLC and GLC-MS Analysis of Thiophene Derivatives in Plants and in in vitro Cultures of Tagetes patula L. (Asteraceae)." Zeitschrift für Naturforschung C 57, no. 1-2 (2002): 63–71. http://dx.doi.org/10.1515/znc-2002-1-211.

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The occurrence of thiophenic compounds in diverse plant organs and in in vitro root-, callus- and cell suspension cultures of Tagetes patula cv. Carmen was investigated using capillary GLC and GLC-MS. The separation of thiophenes by capillary GLC and the group specific MS fragmentation with the typical sulfur isotope peaks allowed the unequivocal assignment of individual thiophenes in complex mixtures, even when occurring in traces and in the presence of different geometrical isomers. The extracts of Tagetes patula cv. Carmen contained the following 8 thiophene compounds: 5-(3-buten-1-ynyl)-2,

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5

Liu, Wei, Xin Yu, Yahui Li, and Chunxiang Kuang. "Palladium-catalyzed oxidative CH/CH cross-coupling of pyridine N-oxides with five-membered heterocycles." Chem. Commun. 50, no. 66 (2014): 9291–94. http://dx.doi.org/10.1039/c4cc04129a.

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Using Ag<sub>2</sub>CO<sub>3</sub> as an additive, we developed the Pd-catalyzed intermolecular C–H/C–H cross-coupling of pyridine N-oxides with five-membered heterocycles such as 1-benzyl-1,2,3-triazoles, thiophens and furans.

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6

Fabian, Jüurgen. "Die π-Elektronenstruktur des 2-Dimethylamino-thiophens". Zeitschrift für Chemie 8, № 7 (2010): 274–75. http://dx.doi.org/10.1002/zfch.19680080727.

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7

Irgashev, Roman A., and Nikita A. Kazin. "Synthesis of Thieno[3,2-b]thiophenes from 2,5-Dicarbonyl 3-Nitrothiophenes via Nucleophilic Aromatic Substitution of the Nitro Group with Thiolates." Organics 5, no. 4 (2024): 507–19. http://dx.doi.org/10.3390/org5040027.

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In this study, we developed an efficient strategy for constructing thieno[3,2-b]thiophene molecules from 3-nitrothiophenes, containing carbonyl fragments at the C-2 and C-5 atoms, by nucleophilic aromatic substitution of the nitro group in these substrates. It was shown that the reaction of 3-nitrothiophene-2,5-dicarboxylates with thiophenols, thioglycolates and 2-mercaptoacetone in the presence of K2CO3 proceeds rapidly via nucleophilic displacement of the nitro group with the formation of 3-sulfenylthiophene-2,5-dicarboxylates. Further treatment of the resulting thiophene-2,5-dicarboxylates,

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8

Duc, Dau Xuan. "Recent Progress in the Synthesis of Benzo[b]thiophene." Current Organic Chemistry 24, no. 19 (2020): 2256–71. http://dx.doi.org/10.2174/1385272824999200820151545.

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: Benzo[b]thiophenes are aromatic heterocyclic compounds containing benzene and thiophene rings. This class of heterocycles is present in a large number of natural and non-natural compounds. Benzo[b]thiophene derivatives have a broad range of applications in medicinal chemistry such as antimicrobial, anticancer, antioxidant, anti-HIV and antiinflammatory activities. The use of benzo[b]thiophene derivatives in other fields has also been reported. Various benzo[b]thiophenes compounds have been employed as organic photoelectric materials, while several benzo[b]thiophenes have been used as organic

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9

Kalpesh, Thaker, T. Chovatia P., Vyas Dipen, and S. Joshi H. "Synthesis and pharmacological evaluation of 2-(3' ,5' -dichlorobenzo[b]thiophen-2' -yl)-5-aryl-1,3,4-oxadiazoles and 2-arylsulfonylhydrazinocarbonyl- 3,5-dichlorobenzo[b ]thiophenes." Journal of Indian Chemical Society Vol. 82, Nov 2005 (2005): 1009–10. https://doi.org/10.5281/zenodo.5824940.

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Department of Chemistry, Saurashtra University, Rajkot-360 005, India <em>E-mail</em> : drhsjoshi@yahoo.com Fax: 91-281-2578512 <em>Manuscript received 16 February 2005, revised 23 June 2005, accepted 18 July 2005</em> 2-(3',5'-Dichlnrobenzo[<em>b</em>]thiophen-2'-yl)-5-aryl·1,3,4-oxadiazoles (2a-1) were obtained from the 2-hydrazino carobonyl-3,5-dichlorobenzo[<em>b</em>]thiophene (1) by the reaction with different arylsulfonyl chlorides afforded the corresponding 2-arylsulfonylhydrazinocarbony 1-3,5-dichlorobenzo[<em>b</em>]thiophenes (3a·1). The structures of newly

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10

Boyd, Derek R., Narain D. Sharma, Paul J. Stevenson, Patrick Hoering, Christopher C. R. Allen, and Patrick M. Dansette. "Monooxygenase- and Dioxygenase-Catalyzed Oxidative Dearomatization of Thiophenes by Sulfoxidation, cis-Dihydroxylation and Epoxidation." International Journal of Molecular Sciences 23, no. 2 (2022): 909. http://dx.doi.org/10.3390/ijms23020909.

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Enzymatic oxidations of thiophenes, including thiophene-containing drugs, are important for biodesulfurization of crude oil and drug metabolism of mono- and poly-cyclic thiophenes. Thiophene oxidative dearomatization pathways involve reactive metabolites, whose detection is important in the pharmaceutical industry, and are catalyzed by monooxygenase (sulfoxidation, epoxidation) and dioxygenase (sulfoxidation, dihydroxylation) enzymes. Sulfoxide and epoxide metabolites of thiophene substrates are often unstable, and, while cis-dihydrodiol metabolites are more stable, significant challenges are

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11

Blake, Alexander J., Bernard A. J. Clark, Hedi Gierens, et al. "Intramolecular and intermolecular geometry of thiophenes with oxygen-containing substituents." Acta Crystallographica Section B Structural Science 55, no. 6 (1999): 963–74. http://dx.doi.org/10.1107/s0108768199003547.

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The intramolecular and intermolecular geometries of six thiophenes carrying oxygen-containing substituents have been determined. Crystals of 2-methoxythiophene and 3-methoxythiophene were grown in situ on a diffractometer from liquid samples. The 2-methoxy group introduces significant distortions to the thiophene nucleus and each molecule participates in four S...O contacts leading to an infinite bilayer. The extended structure of 3-methoxythiophene comprises zigzag chains of molecules linked by S...O contacts. Molecules of 2-acetyl-3-methoxythiophene are arranged in pairs about inversion cent

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12

Doukeh, Rami, Mihaela Bombos, Marioara Moldovan, and Ion Bolocan. "Hydrodesulphurization of Thiophenes over CoMoRe/ ZSM 5gama-Al2O3 Catalyst." Revista de Chimie 69, no. 6 (2018): 1386–90. http://dx.doi.org/10.37358/rc.18.6.6330.

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The hydrodesulphurization (HDS) of thiophenes was performed on metallic catalyst CoMoRe/ZSM5-gAl2O3. Experiments were carried out on a fixed bed catalytic reactor at 175-300�C, 30-60 atm, thiophene volume hourly space velocities of 1h-1- 4h-1 and molar ratio hydrogen/thiophene of 60/1. Texture features like specific surface area, the pore volume and the average pore diameter decrease after catalyst sulfurization. The thiophenes conversion on CoMoRe/gAl2O3-Zn-HZSM 5 catalyst differs with the nature of the studied thiophenes.

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13

Irgashev, Roman A., Nadezhda S. Demina, and Gennady L. Rusinov. "Construction of 2,3-disubstituted benzo[b]thieno[2,3-d]thiophenes and benzo[4,5]selenopheno[3,2-b]thiophenes using the Fiesselmann thiophene synthesis." Organic & Biomolecular Chemistry 18, no. 16 (2020): 3164–68. http://dx.doi.org/10.1039/d0ob00300j.

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14

Potratz, Stefanie, Amaresh Mishra, and Peter Bäuerle. "Thiophene-based donor–acceptor co-oligomers by copper-catalyzed 1,3-dipolar cycloaddition." Beilstein Journal of Organic Chemistry 8 (May 3, 2012): 683–92. http://dx.doi.org/10.3762/bjoc.8.76.

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Herein we present a three-component one-pot procedure to synthesize co-oligomers of a donor–acceptor–donor type, in which thiophene moieties work as donor and 1,2,3-triazoles as acceptor units. In this respect, terminally ethynylated (oligo)thiophenes were coupled to halogenated (oligo)thiophenes in the presence of sodium azide and a copper catalyst. Optoelectronic properties of various thiophene-1,2,3-triazole co-oligomers were investigated by UV–vis spectroscopy and cyclic voltammetry. Several co-oligomers were electropolymerized to the corresponding conjugated polymers.

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15

Oussaid, Boualem, Mohamed Ayad, Bernard Garrigues, Jean-Pierre Fayet, and Le Trang Tran. "Étude de la conformation d'imines thiophéniques." Canadian Journal of Chemistry 70, no. 1 (1992): 58–61. http://dx.doi.org/10.1139/v92-011.

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Conformation of 2-iminomethylthiophenes and of the 2,5-bis(methyliminomethyl)thiophene has been elucidated from theoretical investigations, dipole moment measurements, use of stereospecific coupling through five bonds, as well as Overhauser effect experiments. Only one conformation has been found: (2ctrans) for the 2-iminomethyl thiophenes and (2c 5ctrans) for the 2,5-bis(methyliminomethyl)thiophene. Keywords: thiophene, imine, conformation.

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16

Vu Quoc, Trung, Duong Tran Thi Thuy, Thuan Dang Thanh, et al. "Some chalcones derived from thiophene-3-carbaldehyde: synthesis and crystal structures." Acta Crystallographica Section E Crystallographic Communications 75, no. 7 (2019): 957–63. http://dx.doi.org/10.1107/s2056989019007503.

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The synthesis, spectroscopic data and crystal and molecular structures of four 3-(3-phenylprop-1-ene-3-one-1-yl)thiophene derivatives, namely 1-(4-hydroxyphenyl)-3-(thiophen-3-yl)prop-1-en-3-one, C13H10O2S, (1), 1-(4-methoxyphenyl)-3-(thiophen-3-yl)prop-1-en-3-one, C14H12O2S, (2), 1-(4-ethoxyphenyl)-3-(thiophen-3-yl)prop-1-en-3-one, C15H14O2S, (3), and 1-(4-bromophenyl)-3-(thiophen-3-yl)prop-1-en-3-one, C13H9BrOS, (4), are described. The four chalcones have been synthesized by reaction of thiophene-3-carbaldehyde with an acetophenone derivative in an absolute ethanol solution containing potass

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17

Arrousse, N., Y. Fernine, Nabil Al-Zaqri, et al. "Thiophene derivatives as corrosion inhibitors for 2024-T3 aluminum alloy in hydrochloric acid medium." RSC Advances 12, no. 17 (2022): 10321–35. http://dx.doi.org/10.1039/d2ra00185c.

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Thiophene derivatives: thiophene-2-carbaldehyde oxime (OXM) and 5-(thiophen-2-yl)-1H-tetrazole (TET), were synthesized and characterized. Furthermore, their inhibitory property for AA2024-T3 in 1 M HCl solution was investigated via electrochemical and with theoretical study.

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18

Zhou, Yue, Jie Hao, and Dongbing Zhao. "Divergent synthesis of 3-substituted thieno[3,4-b]thiophene derivatives via hydroxy-based transformations." Materials Chemistry Frontiers 3, no. 7 (2019): 1422–26. http://dx.doi.org/10.1039/c9qm00128j.

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Modular assembly of 3-substituted thieno[3,4-b]thiophenes: we have developed the first Pd-catalytic method to access 3-hydroxythieno[3,4-b]thiophene-2-carboxylate, which can be widely utilized for modular assembly of structurally diverse 3-substituted thieno[3,4-b]thiophene derivatives.

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19

Zhang, Shimiao, Dong Hwan Son, Rahmatia Fitri Binti Nasrun, Sabrina Aufar Salma, Hongsuk Suh, and Joo Hyun Kim. "Medium Bandgap Polymers for Efficient Non-Fullerene Polymer Solar Cells—An In-Depth Study of Structural Diversity of Polymer Structure." International Journal of Molecular Sciences 24, no. 1 (2022): 522. http://dx.doi.org/10.3390/ijms24010522.

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A series of medium bandgap polymer donors, named poly(1-(5-(4,8-bis(5-(2-ethylhexyl)-4-fluorothiophen-2-yl)benzo [1,2-b:4,5-b′]dithiophen-2-yl)thiophen-2-yl)-5-((4,5-dihexylthiophen-2-yl)methylene)-3-(thiophen-2-yl)-4H-cyclopenta[c]thiophene-4,6(5H)-dione) (IND-T-BDTF), poly(1-(5-(4,8-bis(5-(2-ethylhexyl)-4-fluorothiophen-2-yl)benzo [1,2-b:4,5-b′]dithiophen-2-yl)-4-hexylthiophen-2-yl)-5-((4,5-dihexylthiophen-2-yl)methylene)-3-(4-hexylthiophen-2-yl)-4H-cyclopenta[c]thiophene-4,6(5H)-dione (IND-HT-BDTF), and poly(1-(5-(4,8-bis(5-(2-ethylhexyl)-4-fluorothiophen-2-yl)benzo [1,2-b:4,5-b′]dithiophen

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20

Ibrahim, Sabrin R. M., Abdelsattar M. Omar, Alaa A. Bagalagel, et al. "Thiophenes—Naturally Occurring Plant Metabolites: Biological Activities and In Silico Evaluation of Their Potential as Cathepsin D Inhibitors." Plants 11, no. 4 (2022): 539. http://dx.doi.org/10.3390/plants11040539.

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Naturally, thiophenes represent a small family of natural metabolites featured by one to five thiophene rings. Numerous plant species belonging to the family Asteraceae commonly produce thiophenes. These metabolites possessed remarkable bioactivities, including antimicrobial, antiviral, anti-inflammatory, larvicidal, antioxidant, insecticidal, cytotoxic, and nematicidal properties. The current review provides an update over the past seven years for the reported natural thiophene derivatives, including their sources, biosynthesis, spectral data, and bioactivities since the last review published

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21

Hanquet, Bernard, Michel Farnier, Roger Guilard, Claude Lecomte, and Yves Dusausoy. "Réarrangement de thiophénobishomotropones en naphto[1,8-bc]thiophène et benzo[2,3-b]thiophène; études spectroscopique et mécanistique." Canadian Journal of Chemistry 63, no. 8 (1985): 2089–99. http://dx.doi.org/10.1139/v85-345.

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A non classical rearrangement is observed when thiopheno[c] and [b]bishomotropones react with ethanedithiol, leading to a naphtho[1,8-bc]thiophene and (or) a benzo[b]thiophene. The structure of the products is supported by deuterium labelling, 1H nmr spectra, and X-ray analysis of 5,6-diphenyl naphtho[1,8-bc]thiophene. A mechanism is proposed which implies an electronic transfer between a "soft" nucleophile and a "hard" acid, in the key step.

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22

Damit, E. F., N. Nordin, A. Ariffin, and K. Sulaiman. "Synthesis of Novel Derivatives of Carbazole-Thiophene, Their Electronic Properties, and Computational Studies." Journal of Chemistry 2016 (2016): 1–14. http://dx.doi.org/10.1155/2016/9360230.

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A series of carbazole-thiophene dimers,P1–P9, were synthesized using Suzuki-Miyaura and Ullmann coupling reactions. InP1–P9, carbazole-thiophenes were linked at the N-9 position for different core groups via biphenyl, dimethylbiphenyl, and phenyl. Electronic properties were evaluated by UV-Vis, cyclic voltammogram, and theoretical calculations. Particularly, the effects of conjugation connectivity on photophysical and electrochemical properties, as well as the correlation between carbazole-thiophene and the core, were studied. Carbazole connecting with thiophenes at the 3,6-positions and the p

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23

Irgashev, Roman A., Nadezhda S. Demina, Polina E. Bayankina, Nikita A. Kazin, and Gennady L. Rusinov. "An Effective Route to Dithieno[3,2-b:2′,3′-d]thiophene-Based Hexaheteroacenes." Synlett 32, no. 10 (2021): 1009–13. http://dx.doi.org/10.1055/a-1398-7237.

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AbstractA series of 12H-[1]benzo[4′′,5′′]thieno[2′′,3′′:4′,5′]thieno[2′,3′:4,5]thieno[3,2-b]indoles were efficiently prepared in three steps starting from available benzo[b]thieno[2,3-d]thiophen-3(2H)-ones. These fused ketones were treated with the Vilsmeier reagent and hydroxylamine hydrochloride to give the corresponding 3-chlorobenzo[b]thieno[2,3-d]thiophene-2-carbonitriles, which then reacted with methyl sulfanylacetate to form methyl 3-aminobenzo[4′,5′]thieno[2′,3′:4,5]thieno[3,2-b]thiophene-2-carboxylates, in accordance with the Fiesselmann thiophene synthesis protocol. Finally, the desi

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24

Song, Chunlan, Hong Yi, Bowen Dou, Yiying Li, Atul K. Singh, and Aiwen Lei. "Visible-light-mediated C2-amination of thiophenes by using DDQ as an organophotocatalyst." Chemical Communications 53, no. 26 (2017): 3689–92. http://dx.doi.org/10.1039/c7cc01339f.

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A direct C–H amination of thiophenes was presented via an oxidation pathway under visible-light irradiation, in which the thiophene radical cation serves as the key intermediate. Various thiophenes and azoles could be transformed into the corresponding amination products well, and H<sub>2</sub>O was the only byproduct, which is environmentally benign.

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25

Madabhushi, Sridhar, Srinivas Kurva, Vinodkumar Sriramoju, Jagadeesh Babu Nanubolu та Suresh Reddy Cirandur. "Efficient synthesis of polyfunctionalized thiophene-2,3-diones and thiophen-3(2H)-ones using β-oxodithioesters". RSC Advances 5, № 79 (2015): 64797–801. http://dx.doi.org/10.1039/c5ra11629e.

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26

Sereda, Grigoriy, Akash Mamon Sarkar, Anwar Hussain, and Nikolai Zefirov. "Solvent-Free and Liquid-Phase Iodination of Thiophene Derivatives with Potassium Dichloroiodate Monohydrate." Synthesis 52, no. 07 (2020): 1140–46. http://dx.doi.org/10.1055/s-0039-1690795.

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Iodination of a series of benzene and thiophene derivatives by potassium dichloroiodate monohydrate was studied with and without a solvent. The liquid substrates tend to be more reactive in water while the solid substrates afford better yields in dichloromethane or under the solvent-free conditions. The 2-substituted thiophenes show good to excellent yields whereas the yield for 3-substituted and 3,4- or 2,4-disubstituted thiophenes and benzene derivatives are significantly lower. The mechanochemical reaction of 5-carbaldehyde-2,2′-bithiophene shows excellent yields, while 2,2′-bithiophene giv

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27

Li, Yunchuan, Bohuai Xiao, Rongsheng Chen та ін. "Single-molecule conductance investigation of BDT derivatives: an additional pattern found to induce through-space channels beyond π–π stacking". Chemical Communications 55, № 57 (2019): 8325–28. http://dx.doi.org/10.1039/c9cc02998b.

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28

Helmreich, Brigitte, Oliver Jendrewski, and Klaus Burger. "Synthesis and reaction behaviour of 2-fluoro-3-trifluoromethyl substituted furans and thiophens." Journal of Fluorine Chemistry 58, no. 2-3 (1992): 382. http://dx.doi.org/10.1016/s0022-1139(00)80848-9.

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29

Herrera, Olga S., Jorge D. Nieto, Silvia I. Lane, and Elena V. Oexler. "The gas-phase reaction of the CF3 radical with thiophene." Canadian Journal of Chemistry 81, no. 12 (2003): 1477–81. http://dx.doi.org/10.1139/v03-155.

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The reaction of CF3 radicals, generated by photolysis of CF3I or hexafluoroacetone with thiophene, was studied in the gas phase at 25 °C. At conversion of thiophene less than 20%, monosubstituted CF3-thiophenes were found as the main reaction products, in addition to CF3H, C2F6, and monosubstituted dihydro-CF3-thiophene, the latter in very low proportion. An isomeric mixture of 2- and 3-CF3-thiophene was obtained in a ratio of about 16, independent of the radical source used (CF3I or hexafluoroacetone) to produce the CF3 radicals. A plausible mechanism that accounts for the observed products i

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30

Liu, Ying, Ji Zhang, Yunqi Liu, Gui Yu, and Ziyi Ge. "Structure - Property Relationships Based on Phenyl-1H-Pyrrole End-Capped Thiophene Semiconductors." Australian Journal of Chemistry 65, no. 9 (2012): 1252. http://dx.doi.org/10.1071/ch12112.

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Thiophene oligomers end-capped with phenyl-1H-pyrrole were used as active layers of organic field-effect transistors. Two types of cores that vary in size and shape of α-linked thiophenes and fused-ring thiophenes were chosen to study the structure–property relationship. The crystal structures, optical, electrochemical and electronic properties were investigated, and the heterocyclic compounds exhibited clear p-type semiconducting behavior.

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31

Cherniawski, Benjamin P., Steven A. Lopez, Edmund K. Burnett, et al. "The effect of hexyl side chains on molecular conformations, crystal packing, and charge transport of oligothiophenes." Journal of Materials Chemistry C 5, no. 3 (2017): 582–88. http://dx.doi.org/10.1039/c6tc04612f.

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32

Shaibah, Mohammed A. E., Hemmige S. Yathirajan, Nagaraj Manju, Balakrishna Kalluraya, Ravindranath S. Rathore, and Christopher Glidewell. "Two isostructural 3-(5-aryloxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-1-(thiophen-2-yl)prop-2-en-1-ones: disorder and supramolecular assembly." Acta Crystallographica Section E Crystallographic Communications 76, no. 1 (2020): 48–52. http://dx.doi.org/10.1107/s205698901901658x.

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Two new chalcones containing both pyrazole and thiophene substituents have been prepared and structurally characterized. 3-(3-Methyl-5-phenoxy-1-phenyl-1H-pyrazol-4-yl)-1-(thiophen-2-yl)prop-2-en-1-one, C23H18N2O2S (I), and 3-[3-methyl-5-(2-methylphenoxy)-1-phenyl-1H-pyrazol-4-yl]-1-(thiophen-2-yl)prop-2-en-1-one, C24H20N2O2S (II), are isomorphous as well as isostructural, and in each the thiophene substituent is disordered over two sets of atomic sites having occupancies 0.844 (3) and 0.156 (3) in (I), and 0.883 (2) and 0.117 (2) in (II). In each structure, the molecules are linked into sheet

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33

Kuzuhara, Daiki, Haruka Nakaoka, Kyohei Matsuo, Naoki Aratani, and Hiroko Yamada. "2,7,12,17-Tetra(2,5-thienylene)-substituted porphycenes." Journal of Porphyrins and Phthalocyanines 23, no. 07n08 (2019): 898–907. http://dx.doi.org/10.1142/s1088424619500743.

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We report syntheses of thiophene and dithiophene-substituted porphycenes (ThPc and DThPc) at 2,7,12,17-positions by McMurry coupling. The crystal structure of ThPc revealed that the porphycene plane shows a highly planar structure, and the dihedral angles between the porphycene core and thiophene are relatively small at 21[Formula: see text] and 18[Formula: see text]. ThPc and DThPc exhibit red-shifted and broadened absorption because of the extension of [Formula: see text] conjugations through porphycene to the substituted thiophenes. We found that introduction of thiophene units onto porphyc

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34

Salbeck, Josef, and Erhard Günther. "Elektrochemische und spektroelektrochemische Untersuchungen neuer S-heterochinoider Elektronenakzeptoren, N-Cyanimin-substituierte Thieno[3,2-b]thiophen-2,5-dione / Electrochemical and Spectroelectrochemical Investigations of New S-Heteroquinoid Electron Acceptors, N-Cyanimine Substituted Thieno[3,2-b]thiophene-2,5-diones." Zeitschrift für Naturforschung B 46, no. 3 (1991): 353–60. http://dx.doi.org/10.1515/znb-1991-0315.

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35

Shaik, Baji, Mujeeb Khan, Mohammed Rafi Shaik, Mohammed A. F. Sharaf, Doumbia Sekou та Sang-Gyeong Lee. "A-π-D-π-A-Based Small Molecules for OTFTs Containing Diketopyrrolopyrrole as Acceptor Units". Micromachines 12, № 7 (2021): 817. http://dx.doi.org/10.3390/mi12070817.

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A-π-D-π-A-based small molecules 6,6′-((thiophene-2,5-diylbis(ethyne-2,1-diyl))bis(thiophene-5,2-diyl))bis(2,5-bis(2-ethylhexyl)-3-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione) (TDPP-T) and 6,6′-(((2,3-dihydrothieno[3,4-b][1,4]dioxine-5,7-diyl)bis(ethyne-2,1-diyl))bis(thiophene-5,2-diyl))bis(2,5-bis(2-ethylhexyl)-3-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione) (TDPP-EDOT) have been designed and synthesized. The diketopyrrolopyrrole acts as an electron acceptor, while the thiophene or 3,4-ethylenedioxythiophene acts as an electron donor. The donor–acceptor groups are

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36

Zhang, Peng, Dong Liang, Wenrong Jin, et al. "Cytotoxic Thiophenes from the Root of Echinops grijisii Hance." Zeitschrift für Naturforschung C 64, no. 3-4 (2009): 193–96. http://dx.doi.org/10.1515/znc-2009-3-407.

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A new thiophene, echinothiophenegenol (1), together with seven known thiophenes was isolated from the crude ethanol extract of roots of Echinops grijisii Hance. The structure of 1 was elucidated on the basis of spectroscopic data. Compounds 2 and 5, isolated from the plant for the first time, and compounds 1 - 7 were tested for their cytotoxicity against two human cancer cell lines, HL60 and K562. The thiophenes showed better activity than the bithiophenes

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37

Batista, Rosa M. F., Susana P. G. Costa, Michael Belsley, and M. Manuela M. Raposo. "Synthesis and Characterization of Novel Donor-Acceptor Oligothiophenes as Efficient and Thermally Stable Second-Order Nonlinear Optical Chromophores." Materials Science Forum 636-637 (January 2010): 380–86. http://dx.doi.org/10.4028/www.scientific.net/msf.636-637.380.

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New push-pull thiobarbituric (oligo)thiophene derivatives 1 were synthesized, in good to excellent yields (60-98%), through Knoevenagel condensation of the corresponding formyl-(oligo)thiophenes 2 with 1,3-diethylthiobarbituric acid in dichloromethane, under basic conditions. Evaluation of the thermal and solvatochromic properties of these compounds was carried out and their NLO response was estimated. The values obtained suggest that these (oligo)thiophenes have good potential to be used as novel NLO materials.

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38

Ryu, Seunghyup, Chaeyoung Yun, Soomin Ryu, Jihae Ahn, Choongik Kim, and Sungyong Seo. "Characterization of [1]Benzothieno[3,2-b]benzothiophene (BTBT) Derivatives with End-Capping Groups as Solution-Processable Organic Semiconductors for Organic Field-Effect Transistors." Coatings 13, no. 1 (2023): 181. http://dx.doi.org/10.3390/coatings13010181.

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Solution-processable [1]benzothieno[3,2-b]benzothiophene (BTBT) derivatives with various end-capping groups, 2-(phenylethynyl)benzo[b]benzo[4,5]thieno[2,3-d]thiophene (Compound 1), 2-octyl-7-(5-(phenylethynyl)thiophen-2-yl)benzo[b]benzo[4,5]thieno[2,3-d]thiophene (Compound 2), and triisopropyl((5-(7-octylbenzo[b]benzo[4,5]thieno[2,3-d]thiophen-2-yl)thiophen-2-yl)ethynyl)silane (Compound 3), have been synthesized and characterized as active layers for organic field-effect transistors (OFETs). Thermal, optical, and electrochemical properties of the newly synthesized compounds were characterized

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39

Zhang, Guobing, Yanrong Dai, Kuychan Song, et al. "Bis(2-oxo-7-azaindolin-3-ylidene)benzodifuran-dione-based donor–acceptor polymers for high-performance n-type field-effect transistors." Polymer Chemistry 8, no. 15 (2017): 2381–89. http://dx.doi.org/10.1039/c7py00295e.

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40

Clark, Peter D., Nicholas M. Irvine, and Pratibha Sarkar. "The synthesis of 3H-naphthol[1,8-bc]thiophene derivatives." Canadian Journal of Chemistry 69, no. 6 (1991): 1011–16. http://dx.doi.org/10.1139/v91-148.

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Methods for the synthesis of keto derivatives of the little studied naphtho[1,8-bc]thiophene system have been developed. Using the readily available benzothiophene derivative 6,7-dihydrobenzo[b]thiophen-4(5H)-one 4, a 3-keto-naphtho[1,8-bc]thiophene 14 was synthesized by a tin(IV) chloride catalyzed cyclization of the acid chloride derivative of the saturated acid 13b. The bicyclic ketone 4 was also used to prepare the keto-sulfoxide 7, which was cyclized to the 4-keto-naphtho[1,8-bc]thiophene system 9 in a Pummerer-type rearrangement. Key words: synthesis, organosulfur, naphtho[1,8-bc]thiophe

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41

Ling, Min Yan, and Hou He Chen. "Oxidation Chlorination of Thiophene in Coking Benzene." Applied Mechanics and Materials 130-134 (October 2011): 1066–69. http://dx.doi.org/10.4028/www.scientific.net/amm.130-134.1066.

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Thiophene is a typical thiophenenic sulfur compound that exists in coking benzene. In this paper, investigate oxidation chlorination of thiophene in coking benzene. Potassium permanganate was combined with hydrochloric acid for a new KMnO4/HCl system of oxidation desulfurization. The preliminary results show that the thiophene in the benzene cannot be deep oxidized desulfurization alone potassium permanganate solution even at acetum. The thiophene in the coking benzene could be mostly converted by using KMnO4/HCl system. In suitable reaction conditions thiophene’s removal rate can reach more t

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42

Chen, Lie, Feiyan Wu, Zhiqiang Deng, et al. "High charge mobility polymers based on a new di(thiophen-2-yl)thieno[3,2-b]thiophene for transistors and solar cells." Polymer Chemistry 6, no. 44 (2015): 7684–92. http://dx.doi.org/10.1039/c5py01208b.

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43

Kitamura, Tsugio, Shinjiro Kobayashi та Hiroshi Taniguchi. "Photolysis of β-(o-Methylthiophenyl)vinyl Bromides. A Versatile Synthesis of Benzo[b]thiophens". Chemistry Letters 17, № 10 (1988): 1637–38. http://dx.doi.org/10.1246/cl.1988.1637.

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44

Masih, Prerna J., Tanay Kesharwani, Elivet Rodriguez, et al. "Synthesis and Evaluation of 3-Halobenzo[b]thiophenes as Potential Antibacterial and Antifungal Agents." Pharmaceuticals 15, no. 1 (2021): 39. http://dx.doi.org/10.3390/ph15010039.

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The global health concern of antimicrobial resistance has harnessed research interest to find new classes of antibiotics to combat disease-causing pathogens. In our studies, 3-halobenzo[b]thiophene derivatives were synthesized and tested for their antimicrobial activities using the broth microdilution susceptibility method. The 3-halo substituted benzo[b]thiophenes were synthesized starting from 2-alkynyl thioanisoles using a convenient electrophilic cyclization methodology that utilizes sodium halides as the source of electrophilic halogens when reacted along with copper(II) sulfate. This env

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45

Safonov, A. A. "Study acute toxicity of 4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazole-3-thiol in vivo." Farmatsevtychnyi zhurnal, no. 2 (August 14, 2018): 98–101. http://dx.doi.org/10.32352/0367-3057.2.16.06.

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Typically, the system is already known are used as the core for a new substance, which have already proved themselves as potential drugs. So one of these is 1,2,4-triazole ring. The purpose was to study acute toxicity of 4-((R-iden)amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazole-3-thiols and identify possible patterns acute toxicity of the chemical structure of indicators derivatives. In the study of acute contact toxicity was used spreadsheet rapid method for Prozorovsky V. B. Analysis of the results of studies acute toxicity of 1,2,4-triazole derivatives showed that all substanc

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46

Wang, Qing Xiu, Li Jie Duan, Bo Yang Qu, Juan Wang, and Fu De Liu. "Synthesis and Optical/Electrochemical Properties of Conjugated Polymers with Diphenyl and Thiophene in Main Chain." Advanced Materials Research 1035 (October 2014): 497–501. http://dx.doi.org/10.4028/www.scientific.net/amr.1035.497.

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Two thiophene derivatives 4,4'-di (thiophen-2-yl) biphenyl and 4,4'-di (thiophen-2-yl) -2-nitrobiphenyl ,which were used as monomers for preparing poly (4,4'-di (thiophen-2-yl) biphenyl) (DPBT) and poly (4,4'-di (thiophen-2-yl)-2-nitrobiphenyl) (DPNT) by ferric chloride oxidation polymerization, were synthesized via Suzuki reaction with 4,4'-dibromobiphenyl as the raw material. UV-vis absorption spectra, fluorescence spectra, photoluminescence spectra and electrochemical properties of the polymers were recorded and used for calculating the band-gap (Eg), HOMO orbital energy (EHOMO) and LUMO or

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47

Demina, Nadezhda S., Nikita A. Kazin, Nikolay A. Rasputin, Roman A. Irgashev, and Gennady L. Rusinov. "Synthesis of aryl-substituted thieno[3,2-b]thiophene derivatives and their use for N,S-heterotetracene construction." Beilstein Journal of Organic Chemistry 15 (November 12, 2019): 2678–83. http://dx.doi.org/10.3762/bjoc.15.261.

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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-carboxylates, 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]thie

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48

Ilhan, Koray T., Sebahat Topal, Mehmet S. Eroglu, and Turan Ozturk. "Concise synthesis of 3-alkylthieno[3,2-b]thiophenes; building blocks for organic electronic and optoelectronic materials." RSC Advances 9, no. 66 (2019): 38407–13. http://dx.doi.org/10.1039/c9ra08023f.

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Four step synthesis of 3-alkylthieno[3,2-b]thiophenes in the literature was reduced to two steps in good yields, through the preparation of the mono ketone, i.e. 1-(thiophene-3-ylthio)alkan-2-one, from 3-bromothiophene and ring formation reaction.

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49

Wojciechowski, Krzysztof, and Michał Nowacki. "Synthesis of [1]Benzothieno[2,3-b]quinolines via Transition-Metal-Free [3+3] Annulation of Nitroarenes and Benzo[b]thiophen-3-ylacetonitrile or 3-(Phenylsulfonylmethyl)benzo[b]thiophene Carbanions." Synthesis 49, no. 16 (2017): 3794–800. http://dx.doi.org/10.1055/s-0036-1588426.

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Benzo[b]thiophen-3-ylacetonitriles or 3-(phenylsulfonylmethyl)benzo[b]thiophenes react with nitrobenzene derivatives in the presence of potassium tert-butoxide and chlorotrimethylsilane to form, in good yields, 11-cyano- or 11-(phenylsulfonyl)[1]benzothieno[2,3-b]quinolines, respectively.

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50

Kim, Seongyun, Soomin Ryu, Jihae Ahn, et al. "Solution-Processable Benzo[b]thieno[2,3-d]thiophene Derivatives as Organic Semiconductors for Organic Thin-Film Transistors." Coatings 13, no. 8 (2023): 1417. http://dx.doi.org/10.3390/coatings13081417.

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Two new benzo[b]thieno[2,3-d]thiophene (BTT) derivatives, 2-(benzo[b]thiophen-5-yl)benzo[b]thieno[2,3-d]thiophene (compound 2), and 2-(benzo[b]thieno[2,3-d]thiophene-2yl)dibenzo[b,d]thiophene (compound 3) have been synthesized and utilized as solution-processable small molecular organic semiconductors for organic field-effect transistors (OFETs). The physicochemical characteristics of the recently created substances were analyzed using thermogravimetric analysis (TGA), differential scanning calorimeter (DSC), and UV-vis spectroscopy. Subsequently, the above-mentioned substances were employed a

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