Journal of Physical Chemistry A, volume 109, issue 33, pages 7371-7384

Photophysical Properties of Borondipyrromethene Analogues in Solution

Publication typeJournal Article
Publication date2005-08-01
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor2.9
ISSN10895639, 15205215
Physical and Theoretical Chemistry
Abstract
The photophysical properties of seven new 8-(p-substituted)phenyl analogues of 4,4-difluoro-3,5-dimethyl-8-(aryl)-4-bora-3a,4a-diaza-s-indacene (derivatives of the well-known fluorophore BODIPY) in several solvents have been studied by means of absorption and steady-state and time-resolved fluorimetry. For each compound, the fluorescence quantum yield and lifetime are lower in solvents with higher polarity owing to an increase in the rate of nonradiative deactivation. Increasing the electron withdrawing strength of the p-substituent on the phenyl group in position 8 also leads to lower fluorescence quantum yields and lifetimes. When the p-substituent on the phenyl group in position 8 is a tertiary amine [8-(4-piperidinophenyl), 8-(4-N,N-dimethylaminophenyl), and 8-(4-morpholinophenyl)], the low quantum yields of these compounds in more polar solvents can be rationalized by the inversion of the energy levels of an apolar, highly fluorescent and a polar, nonfluorescent excited state, where charge transfer from the tertiary amine to the BODIPY unit occurs. These amine analogues can be protonated at low pH in aqueous solution. Fluorescence titrations yielded pK(a) values of their conjugate ammonium salts which are in agreement with the electron donating tendency of the amine group: piperidino (4.15) > dimethylamino (2.37) > morpholino (1.47), with the pK(a) values in parentheses. The rate constant of radiative deactivation (k(f)) is the same for all compounds in all solvents studied (k(f) = 1.4 x 10(8) s(-1)).

Citations by journals

2
4
6
8
10
12
14
16
18
Dyes and Pigments
Dyes and Pigments, 17, 6.61%
Dyes and Pigments
17 publications, 6.61%
Chemistry - A European Journal
Chemistry - A European Journal, 16, 6.23%
Chemistry - A European Journal
16 publications, 6.23%
European Journal of Organic Chemistry
European Journal of Organic Chemistry, 16, 6.23%
European Journal of Organic Chemistry
16 publications, 6.23%
RSC Advances
RSC Advances, 11, 4.28%
RSC Advances
11 publications, 4.28%
Dalton Transactions
Dalton Transactions, 11, 4.28%
Dalton Transactions
11 publications, 4.28%
Chemical Communications
Chemical Communications, 10, 3.89%
Chemical Communications
10 publications, 3.89%
Journal of Organic Chemistry
Journal of Organic Chemistry, 9, 3.5%
Journal of Organic Chemistry
9 publications, 3.5%
Journal of Physical Chemistry A
Journal of Physical Chemistry A, 8, 3.11%
Journal of Physical Chemistry A
8 publications, 3.11%
New Journal of Chemistry
New Journal of Chemistry, 8, 3.11%
New Journal of Chemistry
8 publications, 3.11%
Journal of Photochemistry and Photobiology A: Chemistry
Journal of Photochemistry and Photobiology A: Chemistry, 7, 2.72%
Journal of Photochemistry and Photobiology A: Chemistry
7 publications, 2.72%
Journal of Physical Chemistry C
Journal of Physical Chemistry C, 7, 2.72%
Journal of Physical Chemistry C
7 publications, 2.72%
Organic and Biomolecular Chemistry
Organic and Biomolecular Chemistry, 7, 2.72%
Organic and Biomolecular Chemistry
7 publications, 2.72%
Journal of Fluorescence
Journal of Fluorescence, 6, 2.33%
Journal of Fluorescence
6 publications, 2.33%
Photochemical and Photobiological Sciences
Photochemical and Photobiological Sciences, 6, 2.33%
Photochemical and Photobiological Sciences
6 publications, 2.33%
Tetrahedron Letters
Tetrahedron Letters, 6, 2.33%
Tetrahedron Letters
6 publications, 2.33%
ChemPhysChem
ChemPhysChem, 5, 1.95%
ChemPhysChem
5 publications, 1.95%
Journal of Luminescence
Journal of Luminescence, 4, 1.56%
Journal of Luminescence
4 publications, 1.56%
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 4, 1.56%
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
4 publications, 1.56%
Tetrahedron
Tetrahedron, 4, 1.56%
Tetrahedron
4 publications, 1.56%
Inorganic Chemistry
Inorganic Chemistry, 4, 1.56%
Inorganic Chemistry
4 publications, 1.56%
Physical Chemistry Chemical Physics
Physical Chemistry Chemical Physics, 4, 1.56%
Physical Chemistry Chemical Physics
4 publications, 1.56%
Sensors and Actuators, B: Chemical
Sensors and Actuators, B: Chemical, 3, 1.17%
Sensors and Actuators, B: Chemical
3 publications, 1.17%
Photochemistry and Photobiology
Photochemistry and Photobiology, 3, 1.17%
Photochemistry and Photobiology
3 publications, 1.17%
Chemistry - An Asian Journal
Chemistry - An Asian Journal, 3, 1.17%
Chemistry - An Asian Journal
3 publications, 1.17%
Angewandte Chemie
Angewandte Chemie, 3, 1.17%
Angewandte Chemie
3 publications, 1.17%
Angewandte Chemie - International Edition
Angewandte Chemie - International Edition, 3, 1.17%
Angewandte Chemie - International Edition
3 publications, 1.17%
Journal of the American Chemical Society
Journal of the American Chemical Society, 3, 1.17%
Journal of the American Chemical Society
3 publications, 1.17%
Russian Journal of General Chemistry
Russian Journal of General Chemistry, 2, 0.78%
Russian Journal of General Chemistry
2 publications, 0.78%
Journal of Porphyrins and Phthalocyanines
Journal of Porphyrins and Phthalocyanines, 2, 0.78%
Journal of Porphyrins and Phthalocyanines
2 publications, 0.78%
2
4
6
8
10
12
14
16
18

Citations by publishers

10
20
30
40
50
60
70
Elsevier
Elsevier, 67, 26.07%
Elsevier
67 publications, 26.07%
Royal Society of Chemistry (RSC)
Royal Society of Chemistry (RSC), 64, 24.9%
Royal Society of Chemistry (RSC)
64 publications, 24.9%
Wiley
Wiley, 53, 20.62%
Wiley
53 publications, 20.62%
American Chemical Society (ACS)
American Chemical Society (ACS), 40, 15.56%
American Chemical Society (ACS)
40 publications, 15.56%
Springer Nature
Springer Nature, 18, 7%
Springer Nature
18 publications, 7%
Pleiades Publishing
Pleiades Publishing, 3, 1.17%
Pleiades Publishing
3 publications, 1.17%
World Scientific
World Scientific, 2, 0.78%
World Scientific
2 publications, 0.78%
Beilstein-Institut
Beilstein-Institut, 1, 0.39%
Beilstein-Institut
1 publication, 0.39%
Japan Society of Applied Physics
Japan Society of Applied Physics, 1, 0.39%
Japan Society of Applied Physics
1 publication, 0.39%
Taylor & Francis
Taylor & Francis, 1, 0.39%
Taylor & Francis
1 publication, 0.39%
Walter de Gruyter
Walter de Gruyter, 1, 0.39%
Walter de Gruyter
1 publication, 0.39%
Hans Publishers
Hans Publishers, 1, 0.39%
Hans Publishers
1 publication, 0.39%
SAGE
SAGE, 1, 0.39%
SAGE
1 publication, 0.39%
Thieme
Thieme, 1, 0.39%
Thieme
1 publication, 0.39%
10
20
30
40
50
60
70
  • 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.
Metrics
Share
Cite this
GOST |
Cite this
GOST Copy
Qin W. et al. Photophysical Properties of Borondipyrromethene Analogues in Solution // Journal of Physical Chemistry A. 2005. Vol. 109. No. 33. pp. 7371-7384.
GOST all authors (up to 50) Copy
Qin W., Baruah M., Auweraer M. V. D., De Schryver F. C., Boens N. Photophysical Properties of Borondipyrromethene Analogues in Solution // Journal of Physical Chemistry A. 2005. Vol. 109. No. 33. pp. 7371-7384.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/jp052626n
UR - https://doi.org/10.1021%2Fjp052626n
TI - Photophysical Properties of Borondipyrromethene Analogues in Solution
T2 - Journal of Physical Chemistry A
AU - Qin, Wenwu
AU - Baruah, Mukulesh
AU - De Schryver, Frans C.
AU - Boens, Noël
AU - Auweraer, Mark Van der
PY - 2005
DA - 2005/08/01 00:00:00
PB - American Chemical Society (ACS)
SP - 7371-7384
IS - 33
VL - 109
SN - 1089-5639
SN - 1520-5215
ER -
BibTex |
Cite this
BibTex Copy
@article{2005_Qin
author = {Wenwu Qin and Mukulesh Baruah and Frans C. De Schryver and Noël Boens and Mark Van der Auweraer},
title = {Photophysical Properties of Borondipyrromethene Analogues in Solution},
journal = {Journal of Physical Chemistry A},
year = {2005},
volume = {109},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021%2Fjp052626n},
number = {33},
pages = {7371--7384},
doi = {10.1021/jp052626n}
}
MLA
Cite this
MLA Copy
Qin, Wenwu, et al. “Photophysical Properties of Borondipyrromethene Analogues in Solution.” Journal of Physical Chemistry A, vol. 109, no. 33, Aug. 2005, pp. 7371-7384. https://doi.org/10.1021%2Fjp052626n.
Found error?