Coordination Chemistry Reviews, volume 469, pages 214684
Basic structural modifications for improving the practical properties of BODIPY
Antina Elena V
1
,
Antina Lubov A
1
,
Publication type: Journal Article
Publication date: 2022-10-01
Journal:
Coordination Chemistry Reviews
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 20.6
ISSN: 00108545
Materials Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
• The BODIPY modification have a very significant effect on the photophysical properties. • Alkyl-BODIPYs absorb at 490–535 nm and fluoresce at 500–550 nm ( Ф F from 70 to 100%). • Fluorescence quantum yield of Br- and I-BODIPYs was decreased due to the “heavy atom” effect. • The attachment positions of the aryl substituents in the BODIPY determine their properties. • The NIR-BODIPYs (to 1000 nm) were obtained by meso -aza, benzo-fused and oligo-modification. The review considers the results of research by scientists from different countries in the field of synthesis and photophysical property study of known BODIPY. We focus on describing the main ways the BODIPY structure modifying by substituting the pyrrole rings, the meso -spacer, and the boron atom of the indacene core with different nature substituents and changing the spectral and other practically significant BODIPY properties associated with a particular type of their modification. In addition, we have considered the effects of alkylation, halogenation, nitration, amination, and arylation at the meso -spacer and/or pyrrole rings, boron atom; pyrrole rings annulation; meso -aza-substitution, covalent oligomerization through direct σ-bonds or spacers. Most of these approaches have a very significant and individual effect on the photophysical properties, hydrophobicity or hydrophilicity of dyes and consequently, on their practical application possibility. In the general case, BODIPY modification approaches considered above make it possible to vary the absorption and fluorescence bands position of BODIPY in the range from UV to NIR spectral regions (from 400 to 1000 nm). Depending on the features of BODIPY functionalization, as well as on the properties of the medium, the quantum yields of fluorescence, phosphorescence, and singlet oxygen generation of BODIPYs can be changed from 0 to 100%.
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Bumagina N. A. et al. Basic structural modifications for improving the practical properties of BODIPY // Coordination Chemistry Reviews. 2022. Vol. 469. p. 214684.
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Bumagina N. A., Antina E. V., Ksenofontov A. A., Antina L. A., Kalyagin A. A., Berezin M. B. Basic structural modifications for improving the practical properties of BODIPY // Coordination Chemistry Reviews. 2022. Vol. 469. p. 214684.
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TY - JOUR
DO - 10.1016/j.ccr.2022.214684
UR - https://doi.org/10.1016%2Fj.ccr.2022.214684
TI - Basic structural modifications for improving the practical properties of BODIPY
T2 - Coordination Chemistry Reviews
AU - Bumagina, Natalia A
AU - Antina, Elena V
AU - Ksenofontov, Alexander A
AU - Antina, Lubov A
AU - Kalyagin, Alexander A
AU - Berezin, Mikhail B
PY - 2022
DA - 2022/10/01 00:00:00
PB - Elsevier
SP - 214684
VL - 469
SN - 0010-8545
ER -
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@article{2022_Bumagina,
author = {Natalia A Bumagina and Elena V Antina and Alexander A Ksenofontov and Lubov A Antina and Alexander A Kalyagin and Mikhail B Berezin},
title = {Basic structural modifications for improving the practical properties of BODIPY},
journal = {Coordination Chemistry Reviews},
year = {2022},
volume = {469},
publisher = {Elsevier},
month = {oct},
url = {https://doi.org/10.1016%2Fj.ccr.2022.214684},
pages = {214684},
doi = {10.1016/j.ccr.2022.214684}
}