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- Title
Strongly Coupled Oxasmaragdyrin-BF<sub>2</sub> Chelated Dipyrrin Dyads: Syntheses, X-ray Structure, Ground- and Excited-State Charge-Transfer Interactions.
- Authors
Gobeze, Habtom B.; Kumar, Sunit; D'Souza, Francis; Ravikanth, Mangalampalli
- Abstract
Oxasmaragdyrin (osm), a 22-π electron aromatic macrocycle containing four pyrroles and a furan ring connected by three methine bridges and two direct bonds is shown to be an excellent electron donor-sensitizer exhibiting adequate spectral and redox properties. Further, this novel heterocyclic macromolecule has been utilized in building donor-acceptor systems involving BF2-chelated dipyrromethenes (BODIPYs). The osm-BODIPY dyads were fully characterized by optical, electrochemical, computational, and X-ray diffraction studies. Due to close proximity and electronic structure of the donor and acceptor entities, strong intramolecular charge-transfer interactions in these dyads was witnessed and was supported by computational studies. Solvent-polarity-dependent rapid charge separation and charge recombination in these dyads is witnessed from photochemical studies involving time-resolved emission and femtosecond transient absorption studies. The present studies bring out the importance of oxasmaragdyrin as an electron donor in light-energy-harvesting artificial photosynthesis model systems.
- Subjects
MACROCYCLIC compound synthesis; DIPYRRINS; DYADS; CHELATING agents; AROMATIC compounds; CHARGE transfer; EXCITED states
- Publication
Chemistry - A European Journal, 2017, Vol 23, Issue 7, p1546
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201604362