Core-fluorinated dipyrromethanes and BODIPYs. Synthesis and study of photophysical properties
Roman V. Larkovich
1
,
Victoria E. Shambalova
1
,
Savva A Ponomarev
1
,
Alexander S Aldoshin
1
,
B.N. Tarasevich
1
,
Publication type: Journal Article
Publication date: 2024-01-01
scimago Q2
wos Q1
SJR: 0.680
CiteScore: 8.5
Impact factor: 4.2
ISSN: 01437208, 18733743
General Chemical Engineering
Process Chemistry and Technology
Abstract
An efficient synthetic protocol for the preparation of novel 1,7-difluorinated BODIPYs was elaborated. A set of novel dipyrromethanes, which are key intermediates for the target dyes, was prepared by acid-catalyzed condensation of ethyl 3-aryl-4-fluoro-1H-pyrrole-2-carboxylates with aldehydes in up to quantitative yield. Subsequent oxidation and boron difluoride complexation under microwave irradiation afforded a family of novel core-fluorinated BODIPYs in up to 92 % yield. Their photophysical properties were studied by UV–visible and fluorescence spectroscopy. In addition, DFT calculations were performed to estimate 2,6-substituents effect. This revealed that the values of the absorption and emission maxima perfectly correlated with the energy gap between the frontier orbitals.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
|
|
|
Russian Chemical Bulletin
2 publications, 22.22%
|
|
|
Journal of Photochemistry and Photobiology A: Chemistry
1 publication, 11.11%
|
|
|
ChemPhotoChem
1 publication, 11.11%
|
|
|
Russian Chemical Reviews
1 publication, 11.11%
|
|
|
Russian Journal of Organic Chemistry
1 publication, 11.11%
|
|
|
Журнал органической химии
1 publication, 11.11%
|
|
|
International Journal of Molecular Sciences
1 publication, 11.11%
|
|
|
Synthetic Metals
1 publication, 11.11%
|
|
|
1
2
|
Publishers
|
1
2
|
|
|
Elsevier
2 publications, 22.22%
|
|
|
Springer Nature
2 publications, 22.22%
|
|
|
Wiley
1 publication, 11.11%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 11.11%
|
|
|
Pleiades Publishing
1 publication, 11.11%
|
|
|
The Russian Academy of Sciences
1 publication, 11.11%
|
|
|
MDPI
1 publication, 11.11%
|
|
|
1
2
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
9
Total citations:
9
Citations from 2024:
9
(100%)
Cite this
GOST |
RIS |
BibTex
Cite this
GOST
Copy
Larkovich R. V. et al. Core-fluorinated dipyrromethanes and BODIPYs. Synthesis and study of photophysical properties // Dyes and Pigments. 2024. Vol. 221. p. 111822.
GOST all authors (up to 50)
Copy
Larkovich R. V., Shambalova V. E., Ponomarev S. A., Aldoshin A. S., Tarasevich B., Lyssenko K. A., Nenajdenko V. G. Core-fluorinated dipyrromethanes and BODIPYs. Synthesis and study of photophysical properties // Dyes and Pigments. 2024. Vol. 221. p. 111822.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1016/j.dyepig.2023.111822
UR - https://doi.org/10.1016/j.dyepig.2023.111822
TI - Core-fluorinated dipyrromethanes and BODIPYs. Synthesis and study of photophysical properties
T2 - Dyes and Pigments
AU - Larkovich, Roman V.
AU - Shambalova, Victoria E.
AU - Ponomarev, Savva A
AU - Aldoshin, Alexander S
AU - Tarasevich, B.N.
AU - Lyssenko, Konstantin A.
AU - Nenajdenko, Valentine G.
PY - 2024
DA - 2024/01/01
PB - Elsevier
SP - 111822
VL - 221
SN - 0143-7208
SN - 1873-3743
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2024_Larkovich,
author = {Roman V. Larkovich and Victoria E. Shambalova and Savva A Ponomarev and Alexander S Aldoshin and B.N. Tarasevich and Konstantin A. Lyssenko and Valentine G. Nenajdenko},
title = {Core-fluorinated dipyrromethanes and BODIPYs. Synthesis and study of photophysical properties},
journal = {Dyes and Pigments},
year = {2024},
volume = {221},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/j.dyepig.2023.111822},
pages = {111822},
doi = {10.1016/j.dyepig.2023.111822}
}