Organic Letters, volume 12, issue 5, pages 1000-1003
Pd-Catalyzed Decarboxylative Cross Coupling of Potassium Polyfluorobenzoates with Aryl Bromides, Chlorides, and Triflates
Publication type: Journal Article
Publication date: 2010-01-29
Journal:
Organic Letters
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 5.2
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Pd-catalyzed decarboxylative cross coupling of potassium polyfluorobenzoates with aryl bromides, chlorides, and triflates is achieved by using diglyme as the solvent. The reaction is useful for synthesis of polyfluorobiaryls from readily accessible and nonvolatile polyfluorobenzoate salts. Unlike the Cu-catalyzed decarboxylation cross coupling where oxidative addition is the rate-limiting step, in the Pd-catalyzed version decarboxylation is the rate-limiting step.
Top-30
Citations by journals
|
2
4
6
8
10
12
14
16
|
|
|
Journal of Organic Chemistry
15 publications, 10.07%
|
|
|
Organic Letters
13 publications, 8.72%
|
|
|
Journal of the American Chemical Society
10 publications, 6.71%
|
|
|
Tetrahedron Letters
8 publications, 5.37%
|
|
|
Advanced Synthesis and Catalysis
8 publications, 5.37%
|
|
|
Chemistry - A European Journal
7 publications, 4.7%
|
|
|
Organic and Biomolecular Chemistry
7 publications, 4.7%
|
|
|
Chemical Communications
6 publications, 4.03%
|
|
|
Organic Chemistry Frontiers
6 publications, 4.03%
|
|
|
Tetrahedron
5 publications, 3.36%
|
|
|
European Journal of Organic Chemistry
4 publications, 2.68%
|
|
|
Organometallics
4 publications, 2.68%
|
|
|
Angewandte Chemie
3 publications, 2.01%
|
|
|
Angewandte Chemie - International Edition
3 publications, 2.01%
|
|
|
ACS Catalysis
3 publications, 2.01%
|
|
|
Synthesis
3 publications, 2.01%
|
|
|
Science China Chemistry
2 publications, 1.34%
|
|
|
Chemistry - An Asian Journal
2 publications, 1.34%
|
|
|
Israel Journal of Chemistry
2 publications, 1.34%
|
|
|
Dalton Transactions
2 publications, 1.34%
|
|
|
Chemical Society Reviews
2 publications, 1.34%
|
|
|
Chemical Science
2 publications, 1.34%
|
|
|
RSC Advances
2 publications, 1.34%
|
|
|
Journal of Fluorine Chemistry
1 publication, 0.67%
|
|
|
Beilstein Journal of Organic Chemistry
1 publication, 0.67%
|
|
|
Chemistry Letters
1 publication, 0.67%
|
|
|
Molecules
1 publication, 0.67%
|
|
|
Journal of the Iranian Chemical Society
1 publication, 0.67%
|
|
|
Catalysis Letters
1 publication, 0.67%
|
|
|
2
4
6
8
10
12
14
16
|
Citations by publishers
|
5
10
15
20
25
30
35
40
45
50
|
|
|
American Chemical Society (ACS)
47 publications, 31.54%
|
|
|
Wiley
39 publications, 26.17%
|
|
|
Royal Society of Chemistry (RSC)
29 publications, 19.46%
|
|
|
Elsevier
17 publications, 11.41%
|
|
|
Springer Nature
4 publications, 2.68%
|
|
|
Thieme
4 publications, 2.68%
|
|
|
Beilstein-Institut
1 publication, 0.67%
|
|
|
The Chemical Society of Japan
1 publication, 0.67%
|
|
|
Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 0.67%
|
|
|
American Association for the Advancement of Science (AAAS)
1 publication, 0.67%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 0.67%
|
|
|
American Institute of Physics (AIP)
1 publication, 0.67%
|
|
|
5
10
15
20
25
30
35
40
45
50
|
- 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":[2010,2011,2012,2013,2014,2015,2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["","","","","","","","","","","","","","",""],"datasets":[{"label":"Citations number","data":[12,22,10,16,19,13,6,12,11,5,8,8,4,2,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["8.05","14.77","6.71","10.74","12.75","8.72","4.03","8.05","7.38","3.36","5.37","5.37","2.68","1.34","0.67"],"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":["Journal of Organic Chemistry","Organic Letters","Journal of the American Chemical Society","Tetrahedron Letters","Advanced Synthesis and Catalysis","Chemistry - A European Journal","Organic and Biomolecular Chemistry","Chemical Communications","Organic Chemistry Frontiers","Tetrahedron","European Journal of Organic Chemistry","Organometallics","Angewandte Chemie","Angewandte Chemie - International Edition","ACS Catalysis","Synthesis","Science China Chemistry","Chemistry - An Asian Journal","Israel Journal of Chemistry","Dalton Transactions","Chemical Society Reviews","Chemical Science","RSC Advances","Journal of Fluorine Chemistry","Beilstein Journal of Organic Chemistry","Chemistry Letters","Molecules","Journal of the Iranian Chemical Society","Catalysis Letters"],"ids":[8697,3315,4813,6133,3906,24708,541,9073,3991,3439,19472,1409,25450,19215,4873,10934,14409,10120,17699,8473,20586,9646,3100,14755,21928,6851,1770,15384,2933],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/xqixcltwJYe6H8Uco2JbAFfIOzt7UNKH0OcPOPzO_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_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\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/ex6KJoZujZOZFZh7jGfeHauiftuB3CI7iwJVFRDg_medium.webp","\/storage\/images\/resized\/ktSZPrGjOMvauY6mn7jk8bqo3Af0S6abv653w90B_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp"],"datasets":[{"label":"","data":[15,13,10,8,8,7,7,6,6,5,4,4,3,3,3,3,2,2,2,2,2,2,2,1,1,1,1,1,1],"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","#3B82F6"],"percentage":[10.07,8.72,6.71,5.37,5.37,4.7,4.7,4.03,4.03,3.36,2.68,2.68,2.01,2.01,2.01,2.01,1.34,1.34,1.34,1.34,1.34,1.34,1.34,0.67,0.67,0.67,0.67,0.67,0.67],"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","Royal Society of Chemistry (RSC)","Elsevier","Springer Nature","Thieme","Beilstein-Institut","The Chemical Society of Japan","Multidisciplinary Digital Publishing Institute (MDPI)","American Association for the Advancement of Science (AAAS)","Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii","American Institute of Physics (AIP)"],"ids":[40,11,123,17,8,135,6139,6950,202,189,9422,250],"codes":[0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/xqixcltwJYe6H8Uco2JbAFfIOzt7UNKH0OcPOPzO_medium.webp","\/storage\/images\/resized\/ex6KJoZujZOZFZh7jGfeHauiftuB3CI7iwJVFRDg_medium.webp","\/storage\/images\/resized\/ktSZPrGjOMvauY6mn7jk8bqo3Af0S6abv653w90B_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/s10mcsCV4OAUg9O2KrqOquQC0PhyLMI8hUUkuflM_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp","\/storage\/images\/resized\/ARM4e6URKRsbRZvIF0vFis9DjxGloBjnBYJXbHmZ_medium.webp"],"datasets":[{"label":"","data":[47,39,29,17,4,4,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[31.54,26.17,19.46,11.41,2.68,2.68,0.67,0.67,0.67,0.67,0.67,0.67],"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":[2010,2011,2012,2013,2014,2015,2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"percentage":["0","0","0","0","0","0","0","0","0","0","0","0","0","0","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[2,2,0,2,1,0,1,3,0,0,0,0,0,0,0],"percentage":["1.34","1.34","0","1.34","0.67","0","0.67","2.01","0","0","0","0","0","0","0"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[2,1,2,2,4,1,0,3,1,1,0,2,1,0,0],"percentage":["1.34","0.67","1.34","1.34","2.68","0.67","0","2.01","0.67","0.67","0","1.34","0.67","0","0"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[7,19,8,10,11,11,3,6,10,4,8,6,3,2,1],"percentage":["4.7","12.75","5.37","6.71","7.38","7.38","2.01","4.03","6.71","2.68","5.37","4.03","2.01","1.34","0.67"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[1,0,0,2,3,1,2,0,0,0,0,0,0,0,0],"percentage":["0.67","0","0","1.34","2.01","0.67","1.34","0","0","0","0","0","0","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":[2010,2011,2012,2013,2014,2015,2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,0,0,1,0,0,0,0,0,0,0,1,0,0,0],"percentage":["0","0","0","0.67","0","0","0","0","0","0","0","0.67","0","0","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[2,2,1,1,4,1,1,5,1,0,0,0,0,0,0],"percentage":["1.34","1.34","0.67","0.67","2.68","0.67","0.67","3.36","0.67","0","0","0","0","0","0"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[6,7,2,7,6,2,1,3,1,3,1,4,2,1,0],"percentage":["4.03","4.7","1.34","4.7","4.03","1.34","0.67","2.01","0.67","2.01","0.67","2.68","1.34","0.67","0"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[3,12,7,5,6,8,2,4,9,2,6,3,2,1,1],"percentage":["2.01","8.05","4.7","3.36","4.03","5.37","1.34","2.68","6.04","1.34","4.03","2.01","1.34","0.67","0.67"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[1,1,0,2,3,2,2,0,0,0,1,0,0,0,0],"percentage":["0.67","0.67","0","1.34","2.01","1.34","1.34","0","0","0","0.67","0","0","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 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
Shang R. et al. Pd-Catalyzed Decarboxylative Cross Coupling of Potassium Polyfluorobenzoates with Aryl Bromides, Chlorides, and Triflates // Organic Letters. 2010. Vol. 12. No. 5. pp. 1000-1003.
GOST all authors (up to 50)
Copy
Shang R., Xu Q., Jiang Y., Wang Y., Liu L. Pd-Catalyzed Decarboxylative Cross Coupling of Potassium Polyfluorobenzoates with Aryl Bromides, Chlorides, and Triflates // Organic Letters. 2010. Vol. 12. No. 5. pp. 1000-1003.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol100008q
UR - https://doi.org/10.1021/ol100008q
TI - Pd-Catalyzed Decarboxylative Cross Coupling of Potassium Polyfluorobenzoates with Aryl Bromides, Chlorides, and Triflates
T2 - Organic Letters
AU - Shang, Rui
AU - Xu, Qing
AU - Jiang, Yuanye
AU - Wang, Yan
AU - Liu, Lei
PY - 2010
DA - 2010/01/29 00:00:00
PB - American Chemical Society (ACS)
SP - 1000-1003
IS - 5
VL - 12
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex
Copy
@article{2010_Shang,
author = {Rui Shang and Qing Xu and Yuanye Jiang and Yan Wang and Lei Liu},
title = {Pd-Catalyzed Decarboxylative Cross Coupling of Potassium Polyfluorobenzoates with Aryl Bromides, Chlorides, and Triflates},
journal = {Organic Letters},
year = {2010},
volume = {12},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/ol100008q},
number = {5},
pages = {1000--1003},
doi = {10.1021/ol100008q}
}
Cite this
MLA
Copy
Shang, Rui, et al. “Pd-Catalyzed Decarboxylative Cross Coupling of Potassium Polyfluorobenzoates with Aryl Bromides, Chlorides, and Triflates.” Organic Letters, vol. 12, no. 5, Jan. 2010, pp. 1000-1003. https://doi.org/10.1021/ol100008q.