Novel dibenzothiophene chromophores with peripheral barbituric acceptors
Document Type
Article
Publication Date
1-1-2019
Abstract
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
Keywords
Dibenzo[b, d]thiophene, N, N'-Dibutylbarbituric acid, Chromophore, π-Conjugated system, Knoevenagel condensation
Divisions
nanotechnology
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)
Publication Title
Tetrahedron
Volume
75
Issue
34
Publisher
Elsevier