Journal of Photochemistry and Photobiology A: Chemistry, volume 352, pages 98-105
Influence of the meso-substituent on strongly red emitting phenanthrene-fused boron–dipyrromethene (BODIPY) fluorophores with a propeller-like conformation
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Chemical and Optical Sensing Division, Bundesanstalt für Materialforschung und -prüfung (BAM), Richard-Willstätter-Str. 11, D-12489 Berlin, Germany
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Publication type: Journal Article
Publication date: 2018-02-01
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 4.3
ISSN: 10106030, 18732666
General Chemistry
General Chemical Engineering
General Physics and Astronomy
Abstract
Highly emissive phenanthrene-fused boron–dipyrromethene (PBDP) dyes have been spectroscopically characterized in a series of solvents. The influence of different substituents (−H, −I, −CN, −DMA or a 15C5-crown ether) in the para-position of a phenyl ring attached to the meso-position of the BODIPY core is discussed. This family of dyes has an intense emission at λ ≥ 630 nm, with fluorescence quantum yields between 0.7 and 1.0 in all solvents studied, except in the case of the dimethylamino-substituted derivative, PBDP-DMA, which undergoes excited-state intramolecular charge transfer (CT), leading to broadband dual fluorescence in highly polar solvents. Introduction of a weaker electron donor such as a benzocrown to the meso-position is not able to trigger a second (charge or electron transfer) process and, interestingly, heavy atom (iodine, PBDP-I derivative) substitution at that moiety does also not have a relevant influence on the photophysics, i.e., enhanced intersystem crossing was not observed. Electrochemical studies of PBDP-DMA complement the data reported and stress the fact that the decrease in fluorescence of PBDP-DMA in highly polar solvents is due to an excited-state CT process rather than to a photoinduced electron transfer (PET).
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- We do not take into account publications that without a DOI.
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Descalzo A. B. et al. Influence of the meso-substituent on strongly red emitting phenanthrene-fused boron–dipyrromethene (BODIPY) fluorophores with a propeller-like conformation // Journal of Photochemistry and Photobiology A: Chemistry. 2018. Vol. 352. pp. 98-105.
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Descalzo A. B., Xu H., Shen Z., Rurack K. Influence of the meso-substituent on strongly red emitting phenanthrene-fused boron–dipyrromethene (BODIPY) fluorophores with a propeller-like conformation // Journal of Photochemistry and Photobiology A: Chemistry. 2018. Vol. 352. pp. 98-105.
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TY - JOUR
DO - 10.1016/j.jphotochem.2017.10.034
UR - https://doi.org/10.1016%2Fj.jphotochem.2017.10.034
TI - Influence of the meso-substituent on strongly red emitting phenanthrene-fused boron–dipyrromethene (BODIPY) fluorophores with a propeller-like conformation
T2 - Journal of Photochemistry and Photobiology A: Chemistry
AU - Descalzo, Ana Bélen
AU - Xu, Haijun
AU - Shen, Zhen-zhou
AU - Rurack, Knut
PY - 2018
DA - 2018/02/01 00:00:00
PB - Elsevier
SP - 98-105
VL - 352
SN - 1010-6030
SN - 1873-2666
ER -
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@article{2018_Descalzo,
author = {Ana Bélen Descalzo and Haijun Xu and Zhen-zhou Shen and Knut Rurack},
title = {Influence of the meso-substituent on strongly red emitting phenanthrene-fused boron–dipyrromethene (BODIPY) fluorophores with a propeller-like conformation},
journal = {Journal of Photochemistry and Photobiology A: Chemistry},
year = {2018},
volume = {352},
publisher = {Elsevier},
month = {feb},
url = {https://doi.org/10.1016%2Fj.jphotochem.2017.10.034},
pages = {98--105},
doi = {10.1016/j.jphotochem.2017.10.034}
}