3-/3,5-Pyrrole-substituted BODIPY derivatives and their photophysical and electrochemical studies
详细信息 查看全文
- 作者：KARTHIKA J KADASSERY ; AKANKSHA NIMESH ; SANOJ RAJ…
- 关键词：BODIPY ; charge transfer ; lippert ; mataga equation ; solvatochromism.
- 刊名：Journal of Chemical Sciences
- 出版年：2016
- 出版时间：September 2016
- 年：2016
- 卷：128
- 期：9
- 页码：1435-1443
- 全文大小：901 KB
- 刊物类别：Chemistry and Materials Science
- 刊物主题：Chemistry
Chemistry - 出版者：Springer India
- ISSN：0973-7103
- 卷排序：128
文摘
Nucleophilic 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–<strong class="EmphasisTypeBold ">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–<strong class="EmphasisTypeBold ">4 provide the insight on the electron density distribution in 1–<strong class="EmphasisTypeBold ">4. Theoretical and experimental photo-physical studies in different solvents were correlated to find the substituent effects on BODIPY.