BIOMAT Database Logo BIOMAT Database Logo

Synthesis and optical properties of new 5'-aryl-substituted 2,5-bis(3-decyl-2,2'-bithiophen-5-yl)-1,3,4-oxadiazoles. 2017

Anastasia Sergeevna Kostyuchenko, and Tatyana Yu Zheleznova, and Anton Jaroslavovich Stasyuk, and Aleksandra Kurowska, and Wojciech Domagala, and Adam Pron, and Alexander S Fisyuk
Laboratory of New Organic Materials, Omsk State Technical University, Mira Ave, 11, 644050 Omsk, Russian Federation; Department of Organic Chemistry, Faculty of Science, RUDN University, 6 Miklukho-Maklaya st., 117198 Moscow, Russian Federation.

New photoluminescent donor-acceptor-donor (DAD) molecules, namely 5'-aryl-substituted 2,5-bis(3-decyl-2,2'-bithiophen-5-yl)-1,3,4-oxadiazoles were prepared by palladium-catalyzed coupling from readily available compounds such as ethyl 3-decyl-2,2'-bithiophene-5-carboxylate and aryl halides. The obtained compounds feature increasing bathochromic shifts in their emission spectra with increasing aryl-substituent size yielding blue to bluish-green emissions. At the same time, their absorption spectra are almost independent from the identity of the terminal substituent with λmax values ranging from 395 to 405 nm. The observed trends are perfectly predicted by quantum chemical DFT/TDDFT calculations carried out for these new molecules.

UI MeSH Term Description Entries

Related Publications

Anastasia Sergeevna Kostyuchenko, and Tatyana Yu Zheleznova, and Anton Jaroslavovich Stasyuk, and Aleksandra Kurowska, and Wojciech Domagala, and Adam Pron, and Alexander S Fisyuk
2,5-Dihydro-1,3,4-oxadiazoles and Bis(heteroatom-substituted)carbenes.
January 2009, Accounts of chemical research,
Anastasia Sergeevna Kostyuchenko, and Tatyana Yu Zheleznova, and Anton Jaroslavovich Stasyuk, and Aleksandra Kurowska, and Wojciech Domagala, and Adam Pron, and Alexander S Fisyuk
Synthesis of new, highly luminescent bis(2,2'-bithiophen-5-yl) substituted 1,3,4-oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole.
January 2014, Beilstein journal of organic chemistry,
Anastasia Sergeevna Kostyuchenko, and Tatyana Yu Zheleznova, and Anton Jaroslavovich Stasyuk, and Aleksandra Kurowska, and Wojciech Domagala, and Adam Pron, and Alexander S Fisyuk
[Synthesis and antibacterial activity of 2-(3-pyridyl)-5-([(5-aryl-1,3,4-oxadiazol-2-yl) methylene]thio)-1,3,4-oxadiazoles].
April 2004, Yao xue xue bao = Acta pharmaceutica Sinica,
Anastasia Sergeevna Kostyuchenko, and Tatyana Yu Zheleznova, and Anton Jaroslavovich Stasyuk, and Aleksandra Kurowska, and Wojciech Domagala, and Adam Pron, and Alexander S Fisyuk
2,5-Bis[5-(3,5-dido-decyl-oxyphen-yl)-1,3,4-oxa-diazol-2-yl]-3,6-di-methyl-pyrazine.
January 2023, IUCrData,
Anastasia Sergeevna Kostyuchenko, and Tatyana Yu Zheleznova, and Anton Jaroslavovich Stasyuk, and Aleksandra Kurowska, and Wojciech Domagala, and Adam Pron, and Alexander S Fisyuk
[2,5-diaryl-substituted 1,3,4-oxadiazoles: synthesis and preliminary pharmacological investigation].
May 1984, Il Farmaco; edizione scientifica,
Anastasia Sergeevna Kostyuchenko, and Tatyana Yu Zheleznova, and Anton Jaroslavovich Stasyuk, and Aleksandra Kurowska, and Wojciech Domagala, and Adam Pron, and Alexander S Fisyuk
Ethynyl pi-extended 2,5-diphenyl-1,3,4-oxadiazoles and 2-phenyl 5-(2-thienyl)-1,3,4-oxadiazoles: synthesis, X-ray crystal structures and optical properties.
November 2004, Organic & biomolecular chemistry,
Anastasia Sergeevna Kostyuchenko, and Tatyana Yu Zheleznova, and Anton Jaroslavovich Stasyuk, and Aleksandra Kurowska, and Wojciech Domagala, and Adam Pron, and Alexander S Fisyuk
2,2'-[(1,3,4-Thia-diazole-2,5-di-yl)bis-(sulfanedi-yl)]diaceto-nitrile.
November 2013, Acta crystallographica. Section E, Structure reports online,
Anastasia Sergeevna Kostyuchenko, and Tatyana Yu Zheleznova, and Anton Jaroslavovich Stasyuk, and Aleksandra Kurowska, and Wojciech Domagala, and Adam Pron, and Alexander S Fisyuk
Synthesis and cytotoxicity of bis-1,3,4-oxadiazoles and bis-pyrazoles derived from 1,4-bis[5-thio-4-substituted-1,2,4-triazol-3-yl]-butane and their DNA binding studies.
April 2011, Archiv der Pharmazie,
Anastasia Sergeevna Kostyuchenko, and Tatyana Yu Zheleznova, and Anton Jaroslavovich Stasyuk, and Aleksandra Kurowska, and Wojciech Domagala, and Adam Pron, and Alexander S Fisyuk
2,5-Bis(5-methyl-pyrazin-2-yl)-1,3,4-oxadiazole.
June 2011, Acta crystallographica. Section E, Structure reports online,
Anastasia Sergeevna Kostyuchenko, and Tatyana Yu Zheleznova, and Anton Jaroslavovich Stasyuk, and Aleksandra Kurowska, and Wojciech Domagala, and Adam Pron, and Alexander S Fisyuk
2,5-Bis[(3-chloro-benz-yl)sulfan-yl]-1,3,4-thia-diazole.
June 2012, Acta crystallographica. Section E, Structure reports online,
Copied contents to your clipboard!