Orthogonally arranged tripyrrin–BODIPY conjugates with an “edge to plane” mode
- 25 April 2019
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Organic Chemistry Frontiers
- Vol. 6 (13), 2266-2274
- https://doi.org/10.1039/c9qo00445a
Abstract
We designed new molecular conjugates, consisting of two strong fluorophores, tripyrrin and BODIPY moieties. Crystal structures demonstrated that the BODIPY is nearly perpendicular to the tripyrrin plane, directly linked in an orthogonal geometry, in a new “edge to plane” mode with covalently bonded chromophore peripheries. Furthermore, substitutions on BODIPY can modulate the photophysical properties, which can be explained by energy transfer via a FRET mechanism. This not only enriches the repertoire of multichromophoric system but also expands the scope of tripyrrin for constructing molecular functional materials.Keywords
Funding Information
- National Natural Science Foundation of China (21571007, 21621061, 21778002, 21861162008)
This publication has 56 references indexed in Scilit:
- Recent progress in porphyrin-based materials for organic solar cellsJournal of Materials Chemistry A, 2018
- β-Substituted ZnII porphyrins as dyes for DSSC: A possible approach to photovoltaic windowsCoordination Chemistry Reviews, 2018
- Metal-based BODIPY derivatives as multimodal tools for life sciencesCoordination Chemistry Reviews, 2017
- BODIPYs for Dye-Sensitized Solar CellsACS Applied Materials & Interfaces, 2017
- Advancing porphyrin's biomedical utility via supramolecular chemistryChemical Society Reviews, 2017
- Azadipyrromethenes: from traditional dye chemistry to leading edge applicationsChemical Society Reviews, 2016
- Innentitelbild: π‐Extended “Earring” Porphyrins with Multiple Cavities and Near‐Infrared Absorption (Angew. Chem. 22/2016)Angewandte Chemie, 2016
- meso–meso Linked Porphyrin–[26]Hexaphyrin–Porphyrin Hybrid Arrays and Their Triply Linked Tapes Exhibiting Strong Absorption Bands in the NIR RegionJournal of the American Chemical Society, 2015
- BODIPY Dyes and Their Derivatives: Syntheses and Spectroscopic PropertiesChemical Reviews, 2007
- Chemical Structure of a New Family of Bile Pigments from Human UrineThe Journal of Biochemistry, 1994