Journal
TETRAHEDRON
Volume 67, Issue 18, Pages 3187-3193Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.03.016
Keywords
Dyes-pigments; Boron-dipyrromethene; [1,3,2]Oxazaborine; Fluorophore; Near-infrared absorbing dye
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Funding
- Japanese Ministry of Education, Culture, Sports, Science and Technology [21108517, 20550047]
- Grants-in-Aid for Scientific Research [23655044, 21108517] Funding Source: KAKEN
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A pi-expanded BODIPY dye with an intramolecular boronate skeleton was synthesized by retro Diets-Alder reaction of the bicyclo[2.2.2]octadiene (BCOD)-fused BODIPY and the subsequent O-chelation. The photophysical and electrochemical properties were examined by UV-vis, fluorescence, CV measurements, and DFT calculation. This BODIPY exhibited the absorption and emission over a visible-NIR region at 600-850 nm. O-chelated BODIPY showed a bathocromic shift compared to F-BODIPYs. This dye showed a bright fluorescence emission at 733 nm with the high phi value of 0.58. (C) 2011 Elsevier Ltd. All rights reserved.
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