Chemistry - A European Journal, volume 23, issue 51, pages 12527-12533
Novel Alkoxy-Substituted Dipyrrins and Near-IR BODIPY Dyes-Preparation and Photophysical Properties
Publication type: Journal Article
Publication date: 2017-08-10
Journal:
Chemistry - A European Journal
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor: 4.3
ISSN: 09476539, 15213765
General Chemistry
Catalysis
Organic Chemistry
Abstract
Starting from 3-alkoxy-2-aryl-substituted pyrroles and aromatic aldehydes, a collection of new dipyrrins was prepared. Under the standard conditions of Treibs, these were converted into the corresponding boron dipyrrins (BODIPYs). Compounds of this type with alkoxy groups at C-3 position of both pyrrole subunits are new and hence the photophysical properties of this collection of novel dipyrrins and BODIPY dyes were investigated. The dipyrrins show absorption maxima up to 596 nm and emissions of up to 677 nm. For the BODIPY series a remarkable effect of the alkoxy groups was identified, resulting in red shifts for absorptions and emissions. The compound substituted with two 2-thien-2-yl groups and a meso-C6 F5 substituent shows an absorption maximum at 725 nm and emits at 754 nm and thus is a new representative of a near-IR BODIPY dye related to certain aza-BODIPYs. Our results demonstrate the influence of the alkoxy groups on the spectroscopic data and reveal the potential of 3-alkoxy-2-aryl-substituted pyrroles for the design of new fluorophores.
Citations by journals
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1
2
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Dyes and Pigments
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Dyes and Pigments
2 publications, 16.67%
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Inorganic Chemistry Communication
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Inorganic Chemistry Communication
1 publication, 8.33%
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Frontiers in Chemistry
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Frontiers in Chemistry
1 publication, 8.33%
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Frontiers in Veterinary Science
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Frontiers in Veterinary Science
1 publication, 8.33%
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Theoretical Chemistry Accounts
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Theoretical Chemistry Accounts
1 publication, 8.33%
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Angewandte Chemie
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Angewandte Chemie
1 publication, 8.33%
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Angewandte Chemie - International Edition
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Angewandte Chemie - International Edition
1 publication, 8.33%
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European Journal of Organic Chemistry
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European Journal of Organic Chemistry
1 publication, 8.33%
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Chemistry - A European Journal
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Chemistry - A European Journal
1 publication, 8.33%
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Journal of Organic Chemistry
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Journal of Organic Chemistry
1 publication, 8.33%
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Bioconjugate Chemistry
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Bioconjugate Chemistry
1 publication, 8.33%
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1
2
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Citations by publishers
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1
2
3
4
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Wiley
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Wiley
4 publications, 33.33%
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Elsevier
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Elsevier
3 publications, 25%
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Frontiers Media S.A.
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Frontiers Media S.A.
2 publications, 16.67%
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American Chemical Society (ACS)
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American Chemical Society (ACS)
2 publications, 16.67%
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Springer Nature
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Springer Nature
1 publication, 8.33%
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1
2
3
4
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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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Schoder S., Kord Daoroun Kalai S., Reissig H. Novel Alkoxy-Substituted Dipyrrins and Near-IR BODIPY Dyes-Preparation and Photophysical Properties // Chemistry - A European Journal. 2017. Vol. 23. No. 51. pp. 12527-12533.
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Schoder S., Kord Daoroun Kalai S., Reissig H. Novel Alkoxy-Substituted Dipyrrins and Near-IR BODIPY Dyes-Preparation and Photophysical Properties // Chemistry - A European Journal. 2017. Vol. 23. No. 51. pp. 12527-12533.
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TY - JOUR
DO - 10.1002/chem.201701108
UR - https://doi.org/10.1002%2Fchem.201701108
TI - Novel Alkoxy-Substituted Dipyrrins and Near-IR BODIPY Dyes-Preparation and Photophysical Properties
T2 - Chemistry - A European Journal
AU - Schoder, Stefan
AU - Kord Daoroun Kalai, Scheghajeh
AU - Reissig, Hans-Ulrich
PY - 2017
DA - 2017/08/10 00:00:00
PB - Wiley
SP - 12527-12533
IS - 51
VL - 23
SN - 0947-6539
SN - 1521-3765
ER -
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@article{2017_Schoder,
author = {Stefan Schoder and Scheghajeh Kord Daoroun Kalai and Hans-Ulrich Reissig},
title = {Novel Alkoxy-Substituted Dipyrrins and Near-IR BODIPY Dyes-Preparation and Photophysical Properties},
journal = {Chemistry - A European Journal},
year = {2017},
volume = {23},
publisher = {Wiley},
month = {aug},
url = {https://doi.org/10.1002%2Fchem.201701108},
number = {51},
pages = {12527--12533},
doi = {10.1002/chem.201701108}
}
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Schoder, Stefan, et al. “Novel Alkoxy-Substituted Dipyrrins and Near-IR BODIPY Dyes-Preparation and Photophysical Properties.” Chemistry - A European Journal, vol. 23, no. 51, Aug. 2017, pp. 12527-12533. https://doi.org/10.1002%2Fchem.201701108.