Open Access
U.S. Food and Drug Administration-Certified Food Dyes as Organocatalysts in the Visible Light-Promoted Chlorination of Aromatics and Heteroaromatics
Publication type: Journal Article
Publication date: 2020-03-24
scimago Q1
wos Q2
SJR: 0.773
CiteScore: 7.1
Impact factor: 4.3
ISSN: 24701343
PubMed ID:
32280913
General Chemistry
General Chemical Engineering
Abstract
Seven FDA-certified food dyes have been investigated as organocatalysts. As a result, Fast Green FCF and Brilliant Blue FCF have been discovered as catalysts for the chlorination of a wide range of arenes and heteroarenes in moderate to excellent yields and high regioselectivity. Mechanistic investigations of the separate systems indicate that different modes of activation are in operation, with Fast Green FCF being a light-promoted photoredox catalyst that is facilitating a one-electron oxidation of N-chlorosuccinimide (NCS) and Brilliant Blue FCF serving as a chlorine-transfer catalyst in its sulfonphthalein form with 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) as stoichiometric chlorine source. Dearomatization of naphthol and indole substrates was observed in some examples using the Brilliant Blue/DCDMH system.
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Metrics
29
Total citations:
29
Citations from 2025:
7
(24.14%)
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GOST
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Rogers D. A. et al. U.S. Food and Drug Administration-Certified Food Dyes as Organocatalysts in the Visible Light-Promoted Chlorination of Aromatics and Heteroaromatics // ACS Omega. 2020. Vol. 5. No. 13. pp. 7693-7704.
GOST all authors (up to 50)
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Rogers D. A., Hopkins M. D., Rajagopal N., Varshney D., Howard H. A., LeBlanc G., Lamar A. A. U.S. Food and Drug Administration-Certified Food Dyes as Organocatalysts in the Visible Light-Promoted Chlorination of Aromatics and Heteroaromatics // ACS Omega. 2020. Vol. 5. No. 13. pp. 7693-7704.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acsomega.0c00631
UR - https://doi.org/10.1021/acsomega.0c00631
TI - U.S. Food and Drug Administration-Certified Food Dyes as Organocatalysts in the Visible Light-Promoted Chlorination of Aromatics and Heteroaromatics
T2 - ACS Omega
AU - Rogers, David A.
AU - Hopkins, Megan D
AU - Rajagopal, Nitya
AU - Varshney, Dhruv
AU - Howard, Haley A
AU - LeBlanc, Gabriel
AU - Lamar, Angus A
PY - 2020
DA - 2020/03/24
PB - American Chemical Society (ACS)
SP - 7693-7704
IS - 13
VL - 5
PMID - 32280913
SN - 2470-1343
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2020_Rogers,
author = {David A. Rogers and Megan D Hopkins and Nitya Rajagopal and Dhruv Varshney and Haley A Howard and Gabriel LeBlanc and Angus A Lamar},
title = {U.S. Food and Drug Administration-Certified Food Dyes as Organocatalysts in the Visible Light-Promoted Chlorination of Aromatics and Heteroaromatics},
journal = {ACS Omega},
year = {2020},
volume = {5},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/acsomega.0c00631},
number = {13},
pages = {7693--7704},
doi = {10.1021/acsomega.0c00631}
}
Cite this
MLA
Copy
Rogers, David A., et al. “U.S. Food and Drug Administration-Certified Food Dyes as Organocatalysts in the Visible Light-Promoted Chlorination of Aromatics and Heteroaromatics.” ACS Omega, vol. 5, no. 13, Mar. 2020, pp. 7693-7704. https://doi.org/10.1021/acsomega.0c00631.