Synthesis of 2-(1-Benzofuran-2-yl)-4-(1,3-benzoxazol-2-yl/ 1,3-benzothiazol-2-yl) Quinolines as Blue Green Fluorescent Probes
A series of novel 2-(1-benzofuran-2-yl)-4-(1,3 benzoxazol-2-yl/1,3-benzothiazol-2-yl) quinoline derivatives 4(a–d) were synthesized in one step by the reaction of 2-(1-benzofuran-2-yl) quinoline-4-carboxylic acids 3(a-b) with o-aminophenol and o-amino thiophenol, respectively, using polyphosphoric a...
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| Language: | English |
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Wiley
2013-01-01
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| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2013/794810 |
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| author | Yadav D. Bodke Sheelavanth Shankerrao Hosanagara N. Harishkumar |
| author_facet | Yadav D. Bodke Sheelavanth Shankerrao Hosanagara N. Harishkumar |
| author_sort | Yadav D. Bodke |
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| description | A series of novel 2-(1-benzofuran-2-yl)-4-(1,3 benzoxazol-2-yl/1,3-benzothiazol-2-yl) quinoline derivatives 4(a–d) were synthesized in one step by the reaction of 2-(1-benzofuran-2-yl) quinoline-4-carboxylic acids 3(a-b) with o-aminophenol and o-amino thiophenol, respectively, using polyphosphoric acid (PPA) as a cyclizing agent. The fluorescent properties of newly synthesized compounds were investigated in three different organic solvents like chloroform (CHCl3), tetrahydrofuran (THF), and dimethyl sulfoxide (DMSO). The photophysical constants such as quantum yield and stokes shift were determined. From the results of fluorescence study, it is evident that all synthesized compounds are fluorescent in solution. Compound 4a emitted green light (490.4 nm, 518.2 nm, and 522.4 nm) with high quantum yield in all the three solvents, while compounds 4b, 4c, and 4d emitted green light (512 nm, 499 nm, 510 nm) only in polar solvent DMSO. All fluorescent probes exhibited a bathochromic shift on increase in polarity of the solvent. |
| format | Article |
| id | doaj-art-7ef0c39f1ee34dec80a009e9d8b382fc |
| institution | Kabale University |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2013-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-7ef0c39f1ee34dec80a009e9d8b382fc2025-02-03T01:31:30ZengWileyJournal of Chemistry2090-90632090-90712013-01-01201310.1155/2013/794810794810Synthesis of 2-(1-Benzofuran-2-yl)-4-(1,3-benzoxazol-2-yl/ 1,3-benzothiazol-2-yl) Quinolines as Blue Green Fluorescent ProbesYadav D. Bodke0Sheelavanth Shankerrao1Hosanagara N. Harishkumar2Department of P. G. Studies and Research in Industrial Chemistry, School of Chemical Sciences, Kuvempu University, Shivamogga, Karnataka, Shankaraghatta 577 451, IndiaDepartment of P. G. Studies and Research in Industrial Chemistry, School of Chemical Sciences, Kuvempu University, Shivamogga, Karnataka, Shankaraghatta 577 451, IndiaDepartment of P. G. Studies and Research in Chemistry, School of Chemical Sciences, Kuvempu University, Shivamogga, Karnataka, Shankaraghatta 577 451, IndiaA series of novel 2-(1-benzofuran-2-yl)-4-(1,3 benzoxazol-2-yl/1,3-benzothiazol-2-yl) quinoline derivatives 4(a–d) were synthesized in one step by the reaction of 2-(1-benzofuran-2-yl) quinoline-4-carboxylic acids 3(a-b) with o-aminophenol and o-amino thiophenol, respectively, using polyphosphoric acid (PPA) as a cyclizing agent. The fluorescent properties of newly synthesized compounds were investigated in three different organic solvents like chloroform (CHCl3), tetrahydrofuran (THF), and dimethyl sulfoxide (DMSO). The photophysical constants such as quantum yield and stokes shift were determined. From the results of fluorescence study, it is evident that all synthesized compounds are fluorescent in solution. Compound 4a emitted green light (490.4 nm, 518.2 nm, and 522.4 nm) with high quantum yield in all the three solvents, while compounds 4b, 4c, and 4d emitted green light (512 nm, 499 nm, 510 nm) only in polar solvent DMSO. All fluorescent probes exhibited a bathochromic shift on increase in polarity of the solvent.http://dx.doi.org/10.1155/2013/794810 |
| spellingShingle | Yadav D. Bodke Sheelavanth Shankerrao Hosanagara N. Harishkumar Synthesis of 2-(1-Benzofuran-2-yl)-4-(1,3-benzoxazol-2-yl/ 1,3-benzothiazol-2-yl) Quinolines as Blue Green Fluorescent Probes Journal of Chemistry |
| title | Synthesis of 2-(1-Benzofuran-2-yl)-4-(1,3-benzoxazol-2-yl/ 1,3-benzothiazol-2-yl) Quinolines as Blue Green Fluorescent Probes |
| title_full | Synthesis of 2-(1-Benzofuran-2-yl)-4-(1,3-benzoxazol-2-yl/ 1,3-benzothiazol-2-yl) Quinolines as Blue Green Fluorescent Probes |
| title_fullStr | Synthesis of 2-(1-Benzofuran-2-yl)-4-(1,3-benzoxazol-2-yl/ 1,3-benzothiazol-2-yl) Quinolines as Blue Green Fluorescent Probes |
| title_full_unstemmed | Synthesis of 2-(1-Benzofuran-2-yl)-4-(1,3-benzoxazol-2-yl/ 1,3-benzothiazol-2-yl) Quinolines as Blue Green Fluorescent Probes |
| title_short | Synthesis of 2-(1-Benzofuran-2-yl)-4-(1,3-benzoxazol-2-yl/ 1,3-benzothiazol-2-yl) Quinolines as Blue Green Fluorescent Probes |
| title_sort | synthesis of 2 1 benzofuran 2 yl 4 1 3 benzoxazol 2 yl 1 3 benzothiazol 2 yl quinolines as blue green fluorescent probes |
| url | http://dx.doi.org/10.1155/2013/794810 |
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