BODIPYs with Chalcogenophenes at Boron: Synthesis and Properties
Jacob W Campbell
1
,
Matthew T Tung
2
,
KATHERINE E. ROBERTSON
3
,
Andrew A Beharry
2
,
Alison R Thompson
1
1
Publication type: Journal Article
Publication date: 2023-07-13
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
37439486
Organic Chemistry
Abstract
Reported herein are the synthesis and characterization of BODIPYs bearing heterocycles at boron. To synthesize this series, various chalcogenophenes (furan, thiophene, selenophene, and tellurophene) were lithiated and then used as nucleophiles to attack the boron center of a parent F-BODIPY. Compounds in the series were compared with respect to their photophysical and structural properties, and trends were discussed. By virtue of the "heavy atom effect", as the mass of the heterocycle appended to the BODIPY core increases, compounds exhibit a higher singlet oxygen quantum yield. The BODIPY with tellurophene at boron exhibits the highest quantum yield (ΦΔ = 0.68) in the series and reduced emission (Φf = 0.01).
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GOST
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Campbell J. W. et al. BODIPYs with Chalcogenophenes at Boron: Synthesis and Properties // Journal of Organic Chemistry. 2023. Vol. 88. No. 15. pp. 10655-10661.
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Campbell J. W., Tung M. T., ROBERTSON K. E., Beharry A. A., Thompson A. R. BODIPYs with Chalcogenophenes at Boron: Synthesis and Properties // Journal of Organic Chemistry. 2023. Vol. 88. No. 15. pp. 10655-10661.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.joc.3c00708
UR - https://pubs.acs.org/doi/10.1021/acs.joc.3c00708
TI - BODIPYs with Chalcogenophenes at Boron: Synthesis and Properties
T2 - Journal of Organic Chemistry
AU - Campbell, Jacob W
AU - Tung, Matthew T
AU - ROBERTSON, KATHERINE E.
AU - Beharry, Andrew A
AU - Thompson, Alison R
PY - 2023
DA - 2023/07/13
PB - American Chemical Society (ACS)
SP - 10655-10661
IS - 15
VL - 88
PMID - 37439486
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2023_Campbell,
author = {Jacob W Campbell and Matthew T Tung and KATHERINE E. ROBERTSON and Andrew A Beharry and Alison R Thompson},
title = {BODIPYs with Chalcogenophenes at Boron: Synthesis and Properties},
journal = {Journal of Organic Chemistry},
year = {2023},
volume = {88},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.3c00708},
number = {15},
pages = {10655--10661},
doi = {10.1021/acs.joc.3c00708}
}
Cite this
MLA
Copy
Campbell, Jacob W., et al. “BODIPYs with Chalcogenophenes at Boron: Synthesis and Properties.” Journal of Organic Chemistry, vol. 88, no. 15, Jul. 2023, pp. 10655-10661. https://pubs.acs.org/doi/10.1021/acs.joc.3c00708.