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
Impact factor: 5.2
ISSN: 15237060, 15237052
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.
Top-30
Citations by journals
|
1
2
3
4
|
|
|
Journal of Organic Chemistry
4 publications, 17.39%
|
|
|
Organics
1 publication, 4.35%
|
|
|
Science China Chemistry
1 publication, 4.35%
|
|
|
ChemCatChem
1 publication, 4.35%
|
|
|
Advanced Synthesis and Catalysis
1 publication, 4.35%
|
|
|
ACS Catalysis
1 publication, 4.35%
|
|
|
Chemical Reviews
1 publication, 4.35%
|
|
|
New Journal of Chemistry
1 publication, 4.35%
|
|
|
Chemical Engineering Journal
1 publication, 4.35%
|
|
|
Organic Chemistry Frontiers
1 publication, 4.35%
|
|
|
Angewandte Chemie
1 publication, 4.35%
|
|
|
Angewandte Chemie - International Edition
1 publication, 4.35%
|
|
|
ACS Applied Bio Materials
1 publication, 4.35%
|
|
|
Theoretical and Experimental Chemistry
1 publication, 4.35%
|
|
|
Dyes and Pigments
1 publication, 4.35%
|
|
|
Electrochemistry
1 publication, 4.35%
|
|
|
Journal of Molecular Structure
1 publication, 4.35%
|
|
|
Journal of the American Chemical Society
1 publication, 4.35%
|
|
|
Molecules
1 publication, 4.35%
|
|
|
Russian Chemical Reviews
1 publication, 4.35%
|
|
|
1
2
3
4
|
Citations by publishers
|
1
2
3
4
5
6
7
8
|
|
|
American Chemical Society (ACS)
8 publications, 34.78%
|
|
|
Wiley
4 publications, 17.39%
|
|
|
Elsevier
3 publications, 13.04%
|
|
|
Multidisciplinary Digital Publishing Institute (MDPI)
2 publications, 8.7%
|
|
|
Springer Nature
2 publications, 8.7%
|
|
|
Royal Society of Chemistry (RSC)
2 publications, 8.7%
|
|
|
The Electrochemical Society of Japan
1 publication, 4.35%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 4.35%
|
|
|
1
2
3
4
5
6
7
8
|
- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
{"yearsCitations":{"type":"bar","data":{"show":true,"labels":[2021,2022,2023,2024],"ids":[0,0,0,0],"codes":[0,0,0,0],"imageUrls":["","","",""],"datasets":[{"label":"Citations number","data":[6,3,9,5],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["26.09","13.04","39.13","21.74"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"journals":{"type":"bar","data":{"show":true,"labels":["Journal of Organic Chemistry","Organics","Science China Chemistry","ChemCatChem","Advanced Synthesis and Catalysis","ACS Catalysis","Chemical Reviews","New Journal of Chemistry","Chemical Engineering Journal","Organic Chemistry Frontiers","Angewandte Chemie","Angewandte Chemie - International Edition","ACS Applied Bio Materials","Theoretical and Experimental Chemistry","Dyes and Pigments","Electrochemistry","Journal of Molecular Structure","Journal of the American Chemical Society","Molecules","Russian Chemical Reviews"],"ids":[8697,26415,14409,10149,3906,4873,13718,1404,16275,3991,25450,19215,21728,6579,10101,7343,9347,4813,1770,23802],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/JWkRrt4U4oPa4E6W7adkLpyIMTatGmlu51Ge50zC_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp"],"datasets":[{"label":"","data":[4,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[17.39,4.35,4.35,4.35,4.35,4.35,4.35,4.35,4.35,4.35,4.35,4.35,4.35,4.35,4.35,4.35,4.35,4.35,4.35,4.35],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Journals","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"publishers":{"type":"bar","data":{"show":true,"labels":["American Chemical Society (ACS)","Wiley","Elsevier","Multidisciplinary Digital Publishing Institute (MDPI)","Springer Nature","Royal Society of Chemistry (RSC)","The Electrochemical Society of Japan","Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii"],"ids":[40,11,17,202,8,123,7035,9422],"codes":[0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/JWkRrt4U4oPa4E6W7adkLpyIMTatGmlu51Ge50zC_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp"],"datasets":[{"label":"","data":[8,4,3,2,2,2,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[34.78,17.39,13.04,8.7,8.7,8.7,4.35,4.35],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"yearsCitationsQuartiles":{"type":"bar","data":{"show":true,"labels":[2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,0,1,0],"percentage":["0","0","4.35","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[0,0,1,0],"percentage":["0","0","4.35","0"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[0,0,1,1],"percentage":["0","0","4.35","4.35"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[6,2,6,4],"percentage":["26.09","8.7","26.09","17.39"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[0,1,0,0],"percentage":["0","4.35","0","0"]}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations quartiles by SCImago per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"yearsCitationsQuartilesWs":{"type":"bar","data":{"show":true,"labels":[2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,0,2,0],"percentage":["0","0","8.7","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[0,0,0,0],"percentage":["0","0","0","0"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[1,0,1,2],"percentage":["4.35","0","4.35","8.7"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[5,2,5,3],"percentage":["21.74","8.7","21.74","13.04"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[0,1,1,0],"percentage":["0","4.35","4.35","0"]}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations quartiles by WoS per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
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.
GOST all authors (up to 50)
Copy
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
RIS
Copy
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 00:00:00
PB - American Chemical Society (ACS)
SP - 1588-1593
IS - 5
VL - 23
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
Copy
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.