volume 15 issue 17 pages 4454-4457

8-Functionalization of Alkyl-Substituted-3,8-Dimethyl BODIPYs by Knoevenagel Condensation

Publication typeJournal Article
Publication date2013-08-12
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
PubMed ID:  23937223
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
New 8-alkenylBODIPYs have been synthesized by Knoevenagel condensation between a series of alkyl-substituted-3,8-dimethylBODIPYs and aromatic or aliphatic aldehydes. This is in clear contrast with literature precedents, which indicate that this reaction occurs exclusively on the methyl group at C-3. The change in hybridization of the carbon at the 8-position (from sp(3) to sp(2)) determines the fluorescence emission of the BODIPY, while the presence of electron-donating or -withdrawing groups leads to intramolecular charge transfer processes.
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GOST |
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GOST Copy
Palao E. et al. 8-Functionalization of Alkyl-Substituted-3,8-Dimethyl BODIPYs by Knoevenagel Condensation // Organic Letters. 2013. Vol. 15. No. 17. pp. 4454-4457.
GOST all authors (up to 50) Copy
Palao E., Agarrabeitia A. R., Bañuelos Prieto J., Lopez T. A., Lopez-Arbeloa I., Armesto D., Ortiz M. L. 8-Functionalization of Alkyl-Substituted-3,8-Dimethyl BODIPYs by Knoevenagel Condensation // Organic Letters. 2013. Vol. 15. No. 17. pp. 4454-4457.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/ol401993p
UR - https://doi.org/10.1021/ol401993p
TI - 8-Functionalization of Alkyl-Substituted-3,8-Dimethyl BODIPYs by Knoevenagel Condensation
T2 - Organic Letters
AU - Palao, Eduardo
AU - Agarrabeitia, Antonia R
AU - Bañuelos Prieto, Jorge
AU - Lopez, Teresa Arbeloa
AU - Lopez-Arbeloa, I.
AU - Armesto, Diego
AU - Ortiz, María L
PY - 2013
DA - 2013/08/12
PB - American Chemical Society (ACS)
SP - 4454-4457
IS - 17
VL - 15
PMID - 23937223
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2013_Palao,
author = {Eduardo Palao and Antonia R Agarrabeitia and Jorge Bañuelos Prieto and Teresa Arbeloa Lopez and I. Lopez-Arbeloa and Diego Armesto and María L Ortiz},
title = {8-Functionalization of Alkyl-Substituted-3,8-Dimethyl BODIPYs by Knoevenagel Condensation},
journal = {Organic Letters},
year = {2013},
volume = {15},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/ol401993p},
number = {17},
pages = {4454--4457},
doi = {10.1021/ol401993p}
}
MLA
Cite this
MLA Copy
Palao, Eduardo, et al. “8-Functionalization of Alkyl-Substituted-3,8-Dimethyl BODIPYs by Knoevenagel Condensation.” Organic Letters, vol. 15, no. 17, Aug. 2013, pp. 4454-4457. https://doi.org/10.1021/ol401993p.