Axially Chiral BODIPY DYEmers: An Apparent Exception to the Exciton Chirality Rule
T. O. BRUHN
1
,
Gennaro Pescitelli
2
,
Sandro Jurinovich
2
,
Anu Schaumlöffel
1
,
Franziska Witterauf
1
,
Johannes Ahrens
3
,
Martin Bröring
3
,
Ulrike Holzgrabe
1
Publication type: Journal Article
Publication date: 2014-10-29
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
25354119
General Chemistry
Catalysis
Abstract
The exciton chirality method (ECM) is commonly recognized as one of the best approaches to assign the absolute configuration of biaryls. This paper reports the first exception to this method for a simple biaryl system. ECD and VCD measurements in combination with DFT (B3LYP/6-311G*), TDDFT (CAM-B3LYP/6-311G*), and Coupled-Cluster (RI-SCS-CC2) calculations were used to determine the absolute configurations of axially chiral BODIPY DYEmers. The ECM fails to predict the sign of the intense CD couplet at 500 nm of the 1,1'-coupled dimer. The odd behavior was rationalized by considering the strong transition magnetic dipole associated with the 500 nm transition, which leads to an unexpected dominance of the μm coupling at the expense of the μμ one in these compounds. This is the first case in which a strong μm coupling hampers the use of the ECM, but this behavior should not be restricted to the BODIPY chromophore.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
2
4
6
8
10
|
|
|
Chemical Communications
10 publications, 8.33%
|
|
|
Chemistry - A European Journal
8 publications, 6.67%
|
|
|
Journal of Organic Chemistry
7 publications, 5.83%
|
|
|
Angewandte Chemie
6 publications, 5%
|
|
|
Angewandte Chemie - International Edition
6 publications, 5%
|
|
|
Chirality
6 publications, 5%
|
|
|
European Journal of Organic Chemistry
6 publications, 5%
|
|
|
Organic Letters
5 publications, 4.17%
|
|
|
Chemical Science
5 publications, 4.17%
|
|
|
Journal of the American Chemical Society
4 publications, 3.33%
|
|
|
Physical Chemistry Chemical Physics
4 publications, 3.33%
|
|
|
Nature Communications
3 publications, 2.5%
|
|
|
Journal of Physical Chemistry A
3 publications, 2.5%
|
|
|
Chemical Reviews
3 publications, 2.5%
|
|
|
ACS Omega
3 publications, 2.5%
|
|
|
Inorganic Chemistry
2 publications, 1.67%
|
|
|
Journal of Materials Chemistry C
2 publications, 1.67%
|
|
|
JACS Au
2 publications, 1.67%
|
|
|
Journal of Porphyrins and Phthalocyanines
1 publication, 0.83%
|
|
|
Scientific Reports
1 publication, 0.83%
|
|
|
Current Opinion in Electrochemistry
1 publication, 0.83%
|
|
|
Coordination Chemistry Reviews
1 publication, 0.83%
|
|
|
Journal of Photochemistry and Photobiology A: Chemistry
1 publication, 0.83%
|
|
|
Dyes and Pigments
1 publication, 0.83%
|
|
|
Tetrahedron
1 publication, 0.83%
|
|
|
Tetrahedron Letters
1 publication, 0.83%
|
|
|
Chemistry - An Asian Journal
1 publication, 0.83%
|
|
|
Asian Journal of Organic Chemistry
1 publication, 0.83%
|
|
|
Zeitschrift fur Anorganische und Allgemeine Chemie
1 publication, 0.83%
|
|
|
2
4
6
8
10
|
Publishers
|
5
10
15
20
25
30
35
40
|
|
|
Wiley
40 publications, 33.33%
|
|
|
American Chemical Society (ACS)
32 publications, 26.67%
|
|
|
Royal Society of Chemistry (RSC)
26 publications, 21.67%
|
|
|
Elsevier
10 publications, 8.33%
|
|
|
Springer Nature
5 publications, 4.17%
|
|
|
American Association for the Advancement of Science (AAAS)
2 publications, 1.67%
|
|
|
World Scientific
1 publication, 0.83%
|
|
|
Georg Thieme Verlag KG
1 publication, 0.83%
|
|
|
SAGE
1 publication, 0.83%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 0.83%
|
|
|
5
10
15
20
25
30
35
40
|
- 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
120
Total citations:
120
Citations from 2024:
23
(19.17%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
BRUHN T. O. et al. Axially Chiral BODIPY DYEmers: An Apparent Exception to the Exciton Chirality Rule // Angewandte Chemie - International Edition. 2014. Vol. 53. No. 52. pp. 14592-14595.
GOST all authors (up to 50)
Copy
BRUHN T. O., Pescitelli G., Jurinovich S., Schaumlöffel A., Witterauf F., Ahrens J., Bröring M., Holzgrabe U. Axially Chiral BODIPY DYEmers: An Apparent Exception to the Exciton Chirality Rule // Angewandte Chemie - International Edition. 2014. Vol. 53. No. 52. pp. 14592-14595.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/anie.201408398
UR - https://doi.org/10.1002/anie.201408398
TI - Axially Chiral BODIPY DYEmers: An Apparent Exception to the Exciton Chirality Rule
T2 - Angewandte Chemie - International Edition
AU - BRUHN, T. O.
AU - Pescitelli, Gennaro
AU - Jurinovich, Sandro
AU - Schaumlöffel, Anu
AU - Witterauf, Franziska
AU - Ahrens, Johannes
AU - Bröring, Martin
AU - Holzgrabe, Ulrike
PY - 2014
DA - 2014/10/29
PB - Wiley
SP - 14592-14595
IS - 52
VL - 53
PMID - 25354119
SN - 1433-7851
SN - 1521-3773
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2014_BRUHN,
author = {T. O. BRUHN and Gennaro Pescitelli and Sandro Jurinovich and Anu Schaumlöffel and Franziska Witterauf and Johannes Ahrens and Martin Bröring and Ulrike Holzgrabe},
title = {Axially Chiral BODIPY DYEmers: An Apparent Exception to the Exciton Chirality Rule},
journal = {Angewandte Chemie - International Edition},
year = {2014},
volume = {53},
publisher = {Wiley},
month = {oct},
url = {https://doi.org/10.1002/anie.201408398},
number = {52},
pages = {14592--14595},
doi = {10.1002/anie.201408398}
}
Cite this
MLA
Copy
BRUHN, T. O., et al. “Axially Chiral BODIPY DYEmers: An Apparent Exception to the Exciton Chirality Rule.” Angewandte Chemie - International Edition, vol. 53, no. 52, Oct. 2014, pp. 14592-14595. https://doi.org/10.1002/anie.201408398.