Organic Letters, volume 23, issue 5, pages 1588-1593
Catalyst-Free Hydrodefluorination of Perfluoroarenes with NaBH4
1
Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma 74078, United States
|
Publication type: Journal Article
Publication date: 2021-02-15
Journal:
Organic Letters
Quartile SCImago
Q1
Quartile WOS
Q1
SJR: 1.245
CiteScore: 9.3
Impact factor: 4.9
ISSN: 15237060, 15237052
PubMed ID:
33587637
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Presented is an economical means of removing fluorine from various highly fluorinated arenes using NaBH4. The procedure was adapted for different classes of perfluoroarenes. A novel isomer of an emerging class of organic dyes based on the carbazole phthalonitrile motif was succinctly synthesized in two steps from tetrafluorophthalonitrile, demonstrating the utility of the hydrodefluorination procedure. Initial exploration of the dye shows it to be photoactive and capable of facilitating contrathermodynamic styrenoid E/Z isomerization.
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GOST
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Schoch T. D., Mondal M., Weaver J. D. Catalyst-Free Hydrodefluorination of Perfluoroarenes with NaBH4 // Organic Letters. 2021. Vol. 23. No. 5. pp. 1588-1593.
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Schoch T. D., Mondal M., Weaver J. D. Catalyst-Free Hydrodefluorination of Perfluoroarenes with NaBH4 // Organic Letters. 2021. Vol. 23. No. 5. pp. 1588-1593.
Cite this
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TY - JOUR
DO - 10.1021/acs.orglett.0c04305
UR - https://doi.org/10.1021/acs.orglett.0c04305
TI - Catalyst-Free Hydrodefluorination of Perfluoroarenes with NaBH4
T2 - Organic Letters
AU - Schoch, Timothy D
AU - Mondal, Mukulesh
AU - Weaver, Jimmie D
PY - 2021
DA - 2021/02/15
PB - American Chemical Society (ACS)
SP - 1588-1593
IS - 5
VL - 23
PMID - 33587637
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex
Copy
@article{2021_Schoch,
author = {Timothy D Schoch and Mukulesh Mondal and Jimmie D Weaver},
title = {Catalyst-Free Hydrodefluorination of Perfluoroarenes with NaBH4},
journal = {Organic Letters},
year = {2021},
volume = {23},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/acs.orglett.0c04305},
number = {5},
pages = {1588--1593},
doi = {10.1021/acs.orglett.0c04305}
}
Cite this
MLA
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Schoch, Timothy D., et al. “Catalyst-Free Hydrodefluorination of Perfluoroarenes with NaBH4.” Organic Letters, vol. 23, no. 5, Feb. 2021, pp. 1588-1593. https://doi.org/10.1021/acs.orglett.0c04305.