Synthesis, Characterization, X-Ray Crystal Structure, and Antimicrobial Activity of 1,1′-(3,4-Diphenylthieno[2,3-b]thiophene-2,5-diyl)diethanone
Synthesis of 1,1′-(3,4-diphenylthieno[2,3-b]thiophene-2,5-diyl)diethanone (4) is reported here. The structure of compound 4 was deduced by 1H-NMR, 13C-NMR, FT-IR, MS, microanalysis, and single-crystal X-ray diffraction. Compound crystallizes in the monoclinic space group P21/n with a = 9.3126(7) Å,...
Saved in:
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley
2014-01-01
|
| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2014/504860 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1832549016077860864 |
|---|---|
| author | Yahia Nasser Mabkhot Fahad D. Aldawsari S. S. Al-Showiman Assem Barakat M. Iqbal Choudhary Sammer Yousuf |
| author_facet | Yahia Nasser Mabkhot Fahad D. Aldawsari S. S. Al-Showiman Assem Barakat M. Iqbal Choudhary Sammer Yousuf |
| author_sort | Yahia Nasser Mabkhot |
| collection | DOAJ |
| description | Synthesis of 1,1′-(3,4-diphenylthieno[2,3-b]thiophene-2,5-diyl)diethanone (4) is reported here. The structure of compound 4 was deduced by 1H-NMR, 13C-NMR, FT-IR, MS, microanalysis, and single-crystal X-ray diffraction. Compound crystallizes in the monoclinic space group P21/n with a = 9.3126(7) Å, b = 9.5867(7) Å, c = 20.2811(15) Å, α = 90°, β = 95.436(2)°, γ = 90°, V = 1802.5(2) Å3, and Z = 4. The molecules are packed in crystal structure by weak intermolecular C10–H10A⋯ S1 hydrogen bonding interactions. Compound 4 can be a useful intermediate for the synthesis of diphenylthieno[2,3-b]thiophene. Compound 4 was found to be active against Gram-positive bacteria (Bacillus subtilis and Staphylococcus pneumoniae) and Gram-negative bacteria (Escherichia coli) and also was found to be active against fungi (Aspergillus fumigatus and Candida albicans). |
| format | Article |
| id | doaj-art-31a58dbc051f45dabd93103dc6e3db6f |
| institution | Kabale University |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2014-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-31a58dbc051f45dabd93103dc6e3db6f2025-02-03T06:12:23ZengWileyJournal of Chemistry2090-90632090-90712014-01-01201410.1155/2014/504860504860Synthesis, Characterization, X-Ray Crystal Structure, and Antimicrobial Activity of 1,1′-(3,4-Diphenylthieno[2,3-b]thiophene-2,5-diyl)diethanoneYahia Nasser Mabkhot0Fahad D. Aldawsari1S. S. Al-Showiman2Assem Barakat3M. Iqbal Choudhary4Sammer Yousuf5Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaH.E.J. Research Institute of Chemistry, International Center for Chemical Sciences, University of Karachi, Karachi 75270, PakistanSynthesis of 1,1′-(3,4-diphenylthieno[2,3-b]thiophene-2,5-diyl)diethanone (4) is reported here. The structure of compound 4 was deduced by 1H-NMR, 13C-NMR, FT-IR, MS, microanalysis, and single-crystal X-ray diffraction. Compound crystallizes in the monoclinic space group P21/n with a = 9.3126(7) Å, b = 9.5867(7) Å, c = 20.2811(15) Å, α = 90°, β = 95.436(2)°, γ = 90°, V = 1802.5(2) Å3, and Z = 4. The molecules are packed in crystal structure by weak intermolecular C10–H10A⋯ S1 hydrogen bonding interactions. Compound 4 can be a useful intermediate for the synthesis of diphenylthieno[2,3-b]thiophene. Compound 4 was found to be active against Gram-positive bacteria (Bacillus subtilis and Staphylococcus pneumoniae) and Gram-negative bacteria (Escherichia coli) and also was found to be active against fungi (Aspergillus fumigatus and Candida albicans).http://dx.doi.org/10.1155/2014/504860 |
| spellingShingle | Yahia Nasser Mabkhot Fahad D. Aldawsari S. S. Al-Showiman Assem Barakat M. Iqbal Choudhary Sammer Yousuf Synthesis, Characterization, X-Ray Crystal Structure, and Antimicrobial Activity of 1,1′-(3,4-Diphenylthieno[2,3-b]thiophene-2,5-diyl)diethanone Journal of Chemistry |
| title | Synthesis, Characterization, X-Ray Crystal Structure, and Antimicrobial Activity of 1,1′-(3,4-Diphenylthieno[2,3-b]thiophene-2,5-diyl)diethanone |
| title_full | Synthesis, Characterization, X-Ray Crystal Structure, and Antimicrobial Activity of 1,1′-(3,4-Diphenylthieno[2,3-b]thiophene-2,5-diyl)diethanone |
| title_fullStr | Synthesis, Characterization, X-Ray Crystal Structure, and Antimicrobial Activity of 1,1′-(3,4-Diphenylthieno[2,3-b]thiophene-2,5-diyl)diethanone |
| title_full_unstemmed | Synthesis, Characterization, X-Ray Crystal Structure, and Antimicrobial Activity of 1,1′-(3,4-Diphenylthieno[2,3-b]thiophene-2,5-diyl)diethanone |
| title_short | Synthesis, Characterization, X-Ray Crystal Structure, and Antimicrobial Activity of 1,1′-(3,4-Diphenylthieno[2,3-b]thiophene-2,5-diyl)diethanone |
| title_sort | synthesis characterization x ray crystal structure and antimicrobial activity of 1 1 3 4 diphenylthieno 2 3 b thiophene 2 5 diyl diethanone |
| url | http://dx.doi.org/10.1155/2014/504860 |
| work_keys_str_mv | AT yahianassermabkhot synthesischaracterizationxraycrystalstructureandantimicrobialactivityof1134diphenylthieno23bthiophene25diyldiethanone AT fahaddaldawsari synthesischaracterizationxraycrystalstructureandantimicrobialactivityof1134diphenylthieno23bthiophene25diyldiethanone AT ssalshowiman synthesischaracterizationxraycrystalstructureandantimicrobialactivityof1134diphenylthieno23bthiophene25diyldiethanone AT assembarakat synthesischaracterizationxraycrystalstructureandantimicrobialactivityof1134diphenylthieno23bthiophene25diyldiethanone AT miqbalchoudhary synthesischaracterizationxraycrystalstructureandantimicrobialactivityof1134diphenylthieno23bthiophene25diyldiethanone AT sammeryousuf synthesischaracterizationxraycrystalstructureandantimicrobialactivityof1134diphenylthieno23bthiophene25diyldiethanone |