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3-/3,5-Pyrrole-substituted BODIPY derivatives and their photophysical and electrochemical studies
| Content Provider | Semantic Scholar |
|---|---|
| Author | Kadassery, Karthika J. Nimesh, Akanksha Raj, Sanoj Agarwal, Neeraj |
| Copyright Year | 2016 |
| Abstract | AbstractNucleophilic substitution on 3-bromo/3,5-dibromo-4,4′-difluoro-8-(aryl)-4-bora-3a,4a-diaza-s-indacene (BODIPY), substituted with anisyl or thienyl at meso positions, with neat pyrrole afforded the mono and di-pyrrole substituted BODIPYs 1–4 in good yields. Large bathochromic shifts, upto ∼180 nm in absorption maxima (581–682 nm), and fluorescence maxima (606–695 nm) were observed for these BODIPYs. Absorption and fluorescence properties were studied in different solvents to compare the effect of mono and di substitution on BODIPY. The Lippert-Mataga equations were used which predict strong polarization of mono substituted BODIPYs. Electrochemical studies were carried out to find the oxidation potential and HOMO energy levels were calculated. Theoretical studies of 1–4 provide the insight on the electron density distribution in 1–4. Theoretical and experimental photo-physical studies in different solvents were correlated to find the substituent effects on BODIPY. Graphical AbstractMono-pyrrole substituted BODIPYs show enhanced charge-transfer behavior compared to unsubstituted and bis-pyrrole substituted BODIPY as inferred from photophysical, electrochemical and DFT studies. |
| Starting Page | 1435 |
| Ending Page | 1443 |
| Page Count | 9 |
| File Format | PDF HTM / HTML |
| DOI | 10.1007/s12039-016-1134-9 |
| Volume Number | 128 |
| Alternate Webpage(s) | https://www.ias.ac.in/article/fulltext/jcsc/128/09/1435-1443 |
| Alternate Webpage(s) | https://doi.org/10.1007/s12039-016-1134-9 |
| Journal | Journal of Chemical Sciences |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
