Organic Letters, volume 17, issue 5, pages 1256-1259
Nickel-Catalyzed Decarboxylative Cross-Coupling of Perfluorobenzoates with Aryl Halides and Sulfonates
1
Department of Chemistry, St. Olaf College, 1520 St. Olaf Avenue, Northfield, Minnesota 55057, United States
|
Publication type: Journal Article
Publication date: 2015-02-20
Journal:
Organic Letters
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 5.2
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A Ni-catalyzed method for the coupling of perfluorobenzoates with aryl halides and pseudohalides is described. Aryl iodides, bromides, chlorides, triflates, and tosylates participate in these transformations to afford the products in good yields. Penta-, tetra-, and trifluorinated biaryl compounds are obtained using these newly developed Ni-catalyzed decarboxylative cross-coupling reactions.
Top-30
Citations by journals
|
1
2
3
4
|
|
|
Advanced Synthesis and Catalysis
4 publications, 8.89%
|
|
|
ChemistrySelect
3 publications, 6.67%
|
|
|
Journal of Organic Chemistry
3 publications, 6.67%
|
|
|
Organic Chemistry Frontiers
3 publications, 6.67%
|
|
|
Chemistry Letters
2 publications, 4.44%
|
|
|
Angewandte Chemie - International Edition
2 publications, 4.44%
|
|
|
Angewandte Chemie
2 publications, 4.44%
|
|
|
Organic Letters
2 publications, 4.44%
|
|
|
RSC Advances
2 publications, 4.44%
|
|
|
Acta Crystallographica Section E: Crystallographic Communications
1 publication, 2.22%
|
|
|
Monatshefte fur Chemie
1 publication, 2.22%
|
|
|
Sustainable Chemistry and Pharmacy
1 publication, 2.22%
|
|
|
ChemInform
1 publication, 2.22%
|
|
|
Bulletin of the Korean Chemical Society
1 publication, 2.22%
|
|
|
Chemistry - A European Journal
1 publication, 2.22%
|
|
|
Applied Organometallic Chemistry
1 publication, 2.22%
|
|
|
ACS Catalysis
1 publication, 2.22%
|
|
|
Journal of the American Chemical Society
1 publication, 2.22%
|
|
|
ACS Omega
1 publication, 2.22%
|
|
|
Organic and Biomolecular Chemistry
1 publication, 2.22%
|
|
|
Green Chemistry
1 publication, 2.22%
|
|
|
Chemical Society Reviews
1 publication, 2.22%
|
|
|
Chemical Communications
1 publication, 2.22%
|
|
|
Science China Chemistry
1 publication, 2.22%
|
|
|
Accounts of Chemical Research
1 publication, 2.22%
|
|
|
Organic Reaction Mechanisms
1 publication, 2.22%
|
|
|
Synthesis
1 publication, 2.22%
|
|
|
Russian Chemical Reviews
1 publication, 2.22%
|
|
|
1
2
3
4
|
Citations by publishers
|
2
4
6
8
10
12
14
16
18
20
|
|
|
Wiley
19 publications, 42.22%
|
|
|
American Chemical Society (ACS)
9 publications, 20%
|
|
|
Royal Society of Chemistry (RSC)
9 publications, 20%
|
|
|
The Chemical Society of Japan
2 publications, 4.44%
|
|
|
Springer Nature
2 publications, 4.44%
|
|
|
International Union of Crystallography (IUCr)
1 publication, 2.22%
|
|
|
Elsevier
1 publication, 2.22%
|
|
|
Thieme
1 publication, 2.22%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 2.22%
|
|
|
2
4
6
8
10
12
14
16
18
20
|
- 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":[2015,2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[0,0,0,0,0,0,0,0,0,0],"codes":[0,0,0,0,0,0,0,0,0,0],"imageUrls":["","","","","","","","","",""],"datasets":[{"label":"Citations number","data":[3,7,11,6,3,3,3,2,4,3],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["6.67","15.56","24.44","13.33","6.67","6.67","6.67","4.44","8.89","6.67"],"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":["Advanced Synthesis and Catalysis","ChemistrySelect","Journal of Organic Chemistry","Organic Chemistry Frontiers","Chemistry Letters","Angewandte Chemie - International Edition","Angewandte Chemie","Organic Letters","RSC Advances","Acta Crystallographica Section E: Crystallographic Communications","Monatshefte fur Chemie","Sustainable Chemistry and Pharmacy","ChemInform","Bulletin of the Korean Chemical Society","Chemistry - A European Journal","Applied Organometallic Chemistry","ACS Catalysis","Journal of the American Chemical Society","ACS Omega","Organic and Biomolecular Chemistry","Green Chemistry","Chemical Society Reviews","Chemical Communications","Science China Chemistry","Accounts of Chemical Research","Organic Reaction Mechanisms","Synthesis","Russian Chemical Reviews"],"ids":[3906,8021,8697,3991,6851,19215,25450,3315,3100,7164,19838,22885,25372,7473,24708,11683,4873,4813,18901,541,1017,20586,9073,14409,1526,42256,10934,23802],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/ktSZPrGjOMvauY6mn7jk8bqo3Af0S6abv653w90B_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/xG3oC19920mmFVqkoVEGKGaMCeoalzyvWxPkVox5_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_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\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/xqixcltwJYe6H8Uco2JbAFfIOzt7UNKH0OcPOPzO_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp"],"datasets":[{"label":"","data":[4,3,3,3,2,2,2,2,2,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[8.89,6.67,6.67,6.67,4.44,4.44,4.44,4.44,4.44,2.22,2.22,2.22,2.22,2.22,2.22,2.22,2.22,2.22,2.22,2.22,2.22,2.22,2.22,2.22,2.22,2.22,2.22,2.22],"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":["Wiley","American Chemical Society (ACS)","Royal Society of Chemistry (RSC)","The Chemical Society of Japan","Springer Nature","International Union of Crystallography (IUCr)","Elsevier","Thieme","Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii"],"ids":[11,40,123,6950,8,730,17,135,9422],"codes":[0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/ktSZPrGjOMvauY6mn7jk8bqo3Af0S6abv653w90B_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/xG3oC19920mmFVqkoVEGKGaMCeoalzyvWxPkVox5_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/xqixcltwJYe6H8Uco2JbAFfIOzt7UNKH0OcPOPzO_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp"],"datasets":[{"label":"","data":[19,9,9,2,2,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[42.22,20,20,4.44,4.44,2.22,2.22,2.22,2.22],"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":[2015,2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,0,0,0,0,0,0,0,0,0],"percentage":["0","0","0","0","0","0","0","0","0","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[0,2,0,0,0,0,0,0,1,0],"percentage":["0","4.44","0","0","0","0","0","0","2.22","0"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[1,0,2,1,2,0,1,0,0,1],"percentage":["2.22","0","4.44","2.22","4.44","0","2.22","0","0","2.22"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[1,5,8,4,0,3,2,2,3,1],"percentage":["2.22","11.11","17.78","8.89","0","6.67","4.44","4.44","6.67","2.22"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[1,0,1,1,1,0,0,0,0,1],"percentage":["2.22","0","2.22","2.22","2.22","0","0","0","0","2.22"]}]},"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":[2015,2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,0,0,1,0,0,1,0,0,0],"percentage":["0","0","0","2.22","0","0","2.22","0","0","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[0,1,1,0,1,0,0,0,1,1],"percentage":["0","2.22","2.22","0","2.22","0","0","0","2.22","2.22"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[1,0,3,1,0,1,1,0,0,0],"percentage":["2.22","0","6.67","2.22","0","2.22","2.22","0","0","0"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[1,4,5,3,1,2,1,2,3,1],"percentage":["2.22","8.89","11.11","6.67","2.22","4.44","2.22","4.44","6.67","2.22"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[1,2,2,1,1,0,0,0,0,1],"percentage":["2.22","4.44","4.44","2.22","2.22","0","0","0","0","2.22"]}]},"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
Sardzinski L. W. et al. Nickel-Catalyzed Decarboxylative Cross-Coupling of Perfluorobenzoates with Aryl Halides and Sulfonates // Organic Letters. 2015. Vol. 17. No. 5. pp. 1256-1259.
GOST all authors (up to 50)
Copy
Sardzinski L. W., Wertjes W. C., Schnaith A. M., Kalyani D. Nickel-Catalyzed Decarboxylative Cross-Coupling of Perfluorobenzoates with Aryl Halides and Sulfonates // Organic Letters. 2015. Vol. 17. No. 5. pp. 1256-1259.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.5b00241
UR - https://doi.org/10.1021/acs.orglett.5b00241
TI - Nickel-Catalyzed Decarboxylative Cross-Coupling of Perfluorobenzoates with Aryl Halides and Sulfonates
T2 - Organic Letters
AU - Sardzinski, Logan W
AU - Wertjes, William C
AU - Schnaith, Abigail M.
AU - Kalyani, Dipannita
PY - 2015
DA - 2015/02/20 00:00:00
PB - American Chemical Society (ACS)
SP - 1256-1259
IS - 5
VL - 17
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex
Copy
@article{2015_Sardzinski,
author = {Logan W Sardzinski and William C Wertjes and Abigail M. Schnaith and Dipannita Kalyani},
title = {Nickel-Catalyzed Decarboxylative Cross-Coupling of Perfluorobenzoates with Aryl Halides and Sulfonates},
journal = {Organic Letters},
year = {2015},
volume = {17},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/acs.orglett.5b00241},
number = {5},
pages = {1256--1259},
doi = {10.1021/acs.orglett.5b00241}
}
Cite this
MLA
Copy
Sardzinski, Logan W., et al. “Nickel-Catalyzed Decarboxylative Cross-Coupling of Perfluorobenzoates with Aryl Halides and Sulfonates.” Organic Letters, vol. 17, no. 5, Feb. 2015, pp. 1256-1259. https://doi.org/10.1021/acs.orglett.5b00241.