Synthesis, Polymerization and Antioxidant Activity by DPPH Assay of Symmetrically Substituted Thieno[2,3-b]thiophenes

Mohamed, Sahar Mahrous; Moustafa, Amr H.; Mahmoud, Ahmed Mohamed Ahmed; Fahmy, Nayer; Khodairy, Ahmed

doi:10.21608/sjsci.2024.276176.1189

Synthesis, Polymerization and Antioxidant Activity by DPPH Assay of Symmetrically Substituted Thieno[2,3-b]thiophenes

Document Type : Regular Articles

Authors

¹ Department of Chemistry, Faculty of Science, Sohag University, Sohag 82524, Egypt

² Faculty of Science, King Salman International University, RasSudr 46612, Sinai, Egypt

³ Marine Microbiology Department, National Institute of Oceanography and Fisheries, Red Sea Branch, Hurghada, Egypt.

10.21608/sjsci.2024.276176.1189

Abstract

N,N'-(2,5-dicyanothieno[2,3-b]thiene-3,4-diyl)bis-(2-chloroacetamide) 2 and 3,4-diaminothieno[2,3-b]thiophene-2,5-dicarboxamide 3 were resynthesized via simple and different new methods as bisymmetric monomers. IR, ¹H NMR, ¹³C NMR, and elemental analyses were used to confirm the structure of the two compounds. The resulting bisymmetric compounds are expected to have multiple biological applications such as antioxidant, antitumor, antiviral, antibiotic, antiglaucoma, and antiallergenic, (in vitro) against E. coli, and they act as inhibitors for platelet aggregation. They may have multiple industrial applications such as organic light-emitting diodes and the design of novel nonlinear optical (NLO) systems. Also, they can be used as simple monomers for further polymerization. The antioxidant potential of the two compounds was evaluated by the DPPH scavenging activity method. Compound 3 exhibited antioxidant activity, and its DPPH scavenging activity showed a dose-dependant manner, while compound 2 did not. Alkylation polymerization of compound 2 with diamino diphenyl methane 4 at room temperature afforded novel polyacetamide 5.

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