Novel dibenzothiophene chromophores with peripheral barbituric acceptors

Sperátová, Michaela and Jedyrka, Jaroslaw and Pytela, Oldřich and Kityk, Iwan V. and Reshak, Ali H. and Bureš, Filip and Klikar, Milan (2019) Novel dibenzothiophene chromophores with peripheral barbituric acceptors. Tetrahedron, 75 (34). p. 130459. ISSN 0040-4020, DOI

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A series of novel chromophores based on central 2,8-disubstituted dibenzothiophene (DBT) or dibenzothiophene-S,S-dioxide (DBTO) has been designed and prepared. The interconnection of DBT(O) central scaffold with two peripheral barbituric acceptors via various π-spacer allowed significant property tuning of target chromophores. Four new final chromophores and six DBT(O)-intermediates have been successfully synthesized and fully characterized. Experimental and calculated data showed that the fundamental properties are affected by the chromophore A-π-D-π-A or A-π-A-π-A arrangement (DBT vs. DBTO) and the π-linker (ethenylene vs. ethynylene). Thorough structure-property relationships have been elucidated and discussed in detail. © 2019 Elsevier Ltd

Item Type: Article
Funders: European Union’s Horizon 2020 research and innovation program under the Marie Skłodowska-Curie grant agreement No. 778156, Resources for science in years 2018–2022 granted for the realization of international co-financed project No. W13/H2020/2018 (Dec. MNiSW 3871/H2020/2018/2)
Uncontrolled Keywords: Dibenzo[b,d]thiophene; N,N'-Dibutylbarbituric acid; Chromophore; π-Conjugated system; Knoevenagel condensation
Subjects: Q Science > QC Physics
Q Science > QD Chemistry
T Technology > TK Electrical engineering. Electronics Nuclear engineering
Divisions: Deputy Vice Chancellor (Research & Innovation) Office > Nanotechnology & Catalysis Research Centre
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 13 Jan 2020 01:14
Last Modified: 13 Jan 2020 01:14

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