Organometallics, volume 29, issue 6, pages 1451-1456
Magnitudes of Electron-Withdrawing Effects of the Trifluoromethyl Ligand in Organometallic Complexes of Copper and Nickel
Kieltsch Iris
1
,
Dubinina Galyna G
1
,
Hamacher Claudia
2
,
Kaiser André
2
,
Torres Nieto Jorge
1
,
Hutchison John M
1
,
Klein Axel
2
,
Vicic David A.
1
1
Department of Chemistry, University of Hawaii, 2545 McCarthy Mall, Honolulu, Hawaii 96822
|
2
Institut für Anorganische Chemie, Universität zu Köln, Greinstrasse 6, D-50939 Köln, Germany
|
Publication type: Journal Article
Publication date: 2010-02-15
Journal:
Organometallics
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor: 2.8
ISSN: 02767333, 15206041
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
A variety of nickel and copper complexes bearing the trifluoromethyl ligand have been prepared in order to quantify by electrochemical methods the redox potentials relative to their chloro and methyl counterparts. The effects of coordination number and geometry, as well as the oxidation state of the metal, on the relative ease with which trifluoromethyl complexes can be oxidized have for the first time been identified. In the d10 system [(NHC)Cu(X)] (NHC = N-heterocyclic carbene, X = methyl or trifluoromethyl), a single substitution of methyl for trifluoromethyl raised the oxidation potential of the organometallic complex by approximately +0.6 V versus the ferrocene/ferrocenium (Fc/Fc+) couple, a testament to the extreme electron-withdrawing properties of the trifluoromethyl ligand. The ΔEox (methyl vs trifluoromethyl) for d8 nickel complexes were of similar magnitude; however the absolute oxidation potentials were dramatically dependent on the ligand (dippe = 1,2-bis(diisopropylphosphino)ethane vs BOXAM = bis(4-isopropyl-4,5-dihydrooxazol-2-yl)phenyl)amine).
Citations by journals
|
2
4
6
8
10
12
|
|
|
Organometallics
|
Organometallics
11 publications, 17.19%
|
|
Inorganic Chemistry
|
Inorganic Chemistry
8 publications, 12.5%
|
|
Journal of the American Chemical Society
|
Journal of the American Chemical Society
5 publications, 7.81%
|
|
Chemistry - A European Journal
|
Chemistry - A European Journal
3 publications, 4.69%
|
|
Organic Letters
|
Organic Letters
3 publications, 4.69%
|
|
Journal of Organometallic Chemistry
|
Journal of Organometallic Chemistry
2 publications, 3.13%
|
|
European Journal of Inorganic Chemistry
|
European Journal of Inorganic Chemistry
2 publications, 3.13%
|
|
Angewandte Chemie
|
Angewandte Chemie
2 publications, 3.13%
|
|
Angewandte Chemie - International Edition
|
Angewandte Chemie - International Edition
2 publications, 3.13%
|
|
Chemical Reviews
|
Chemical Reviews
2 publications, 3.13%
|
|
Dalton Transactions
|
Dalton Transactions
2 publications, 3.13%
|
|
Inorganic Chemistry Frontiers
|
Inorganic Chemistry Frontiers
2 publications, 3.13%
|
|
Acta Crystallographica Section E: Crystallographic Communications
|
Acta Crystallographica Section E: Crystallographic Communications
1 publication, 1.56%
|
|
Frontiers in Chemistry
|
Frontiers in Chemistry
1 publication, 1.56%
|
|
Journal of the Iranian Chemical Society
|
Journal of the Iranian Chemical Society
1 publication, 1.56%
|
|
Topics in Current Chemistry
|
Topics in Current Chemistry
1 publication, 1.56%
|
|
Russian Chemical Reviews
|
Russian Chemical Reviews
1 publication, 1.56%
|
|
Tetrahedron
|
Tetrahedron
1 publication, 1.56%
|
|
Coordination Chemistry Reviews
|
Coordination Chemistry Reviews
1 publication, 1.56%
|
|
Separation and Purification Technology
|
Separation and Purification Technology
1 publication, 1.56%
|
|
Journal of Fluorine Chemistry
|
Journal of Fluorine Chemistry
1 publication, 1.56%
|
|
ChemistrySelect
|
ChemistrySelect
1 publication, 1.56%
|
|
Helvetica Chimica Acta
|
Helvetica Chimica Acta
1 publication, 1.56%
|
|
Macromolecules
|
Macromolecules
1 publication, 1.56%
|
|
Annual Reports Section B (Organic Chemistry)
|
Annual Reports Section B (Organic Chemistry)
1 publication, 1.56%
|
|
Journal of Coordination Chemistry
|
Journal of Coordination Chemistry
1 publication, 1.56%
|
|
Topics in Organometallic Chemistry
|
Topics in Organometallic Chemistry
1 publication, 1.56%
|
|
Chemical Science
|
Chemical Science
1 publication, 1.56%
|
|
Synthesis
|
Synthesis
1 publication, 1.56%
|
|
2
4
6
8
10
12
|
Citations by publishers
|
5
10
15
20
25
30
|
|
|
American Chemical Society (ACS)
|
American Chemical Society (ACS)
30 publications, 46.88%
|
|
Wiley
|
Wiley
11 publications, 17.19%
|
|
Elsevier
|
Elsevier
6 publications, 9.38%
|
|
Royal Society of Chemistry (RSC)
|
Royal Society of Chemistry (RSC)
6 publications, 9.38%
|
|
Springer Nature
|
Springer Nature
3 publications, 4.69%
|
|
Thieme
|
Thieme
2 publications, 3.13%
|
|
International Union of Crystallography (IUCr)
|
International Union of Crystallography (IUCr)
1 publication, 1.56%
|
|
Frontiers Media S.A.
|
Frontiers Media S.A.
1 publication, 1.56%
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 1.56%
|
|
Taylor & Francis
|
Taylor & Francis
1 publication, 1.56%
|
|
5
10
15
20
25
30
|
- We do not take into account publications that 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],"ids":[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],"imageUrls":["","","","","","","","","","","","","",""],"datasets":[{"label":"Citations number","data":[2,8,5,9,10,4,5,1,1,3,7,3,4,2],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["3.13","12.5","7.81","14.06","15.63","6.25","7.81","1.56","1.56","4.69","10.94","4.69","6.25","3.13"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"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":["Organometallics","Inorganic Chemistry","Journal of the American Chemical Society","Chemistry - A European Journal","Organic Letters","Journal of Organometallic Chemistry","European Journal of Inorganic Chemistry","Angewandte Chemie","Angewandte Chemie - International Edition","Chemical Reviews","Dalton Transactions","Inorganic Chemistry Frontiers","Acta Crystallographica Section E: Crystallographic Communications","Frontiers in Chemistry","Journal of the Iranian Chemical Society","Topics in Current Chemistry","Russian Chemical Reviews","Tetrahedron","Coordination Chemistry Reviews","Separation and Purification Technology","Journal of Fluorine Chemistry","ChemistrySelect","Helvetica Chimica Acta","Macromolecules","Annual Reports Section B (Organic Chemistry)","Journal of Coordination Chemistry","Topics in Organometallic Chemistry","Chemical Science","Synthesis"],"ids":[1409,24714,4813,24708,3315,11834,15359,25450,19215,13718,8473,8397,7164,6407,15384,23927,23802,3439,13437,21492,14755,8021,32,20817,25522,23053,23840,9646,10934],"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\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_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\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/xG3oC19920mmFVqkoVEGKGaMCeoalzyvWxPkVox5_medium.webp","\/storage\/images\/resized\/4QWA67eqfcfyOiA8Wk7YnqroHFqQbTsmDJUYTCTg_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_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\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/xqixcltwJYe6H8Uco2JbAFfIOzt7UNKH0OcPOPzO_medium.webp"],"datasets":[{"label":"","data":[11,8,5,3,3,2,2,2,2,2,2,2,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1],"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","#3B82F6"],"percentage":[17.19,12.5,7.81,4.69,4.69,3.13,3.13,3.13,3.13,3.13,3.13,3.13,1.56,1.56,1.56,1.56,1.56,1.56,1.56,1.56,1.56,1.56,1.56,1.56,1.56,1.56,1.56,1.56,1.56],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"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","Royal Society of Chemistry (RSC)","Springer Nature","Thieme","International Union of Crystallography (IUCr)","Frontiers Media S.A.","Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii","Taylor & Francis"],"ids":[40,11,17,123,8,135,730,208,9422,18],"codes":[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\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/xqixcltwJYe6H8Uco2JbAFfIOzt7UNKH0OcPOPzO_medium.webp","\/storage\/images\/resized\/xG3oC19920mmFVqkoVEGKGaMCeoalzyvWxPkVox5_medium.webp","\/storage\/images\/resized\/4QWA67eqfcfyOiA8Wk7YnqroHFqQbTsmDJUYTCTg_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp"],"datasets":[{"label":"","data":[30,11,6,6,3,2,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[46.88,17.19,9.38,9.38,4.69,3.13,1.56,1.56,1.56,1.56],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}
Metrics
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Kieltsch I. et al. Magnitudes of Electron-Withdrawing Effects of the Trifluoromethyl Ligand in Organometallic Complexes of Copper and Nickel // Organometallics. 2010. Vol. 29. No. 6. pp. 1451-1456.
GOST all authors (up to 50)
Copy
Kieltsch I., Dubinina G. G., Hamacher C., Kaiser A., Torres Nieto J., Hutchison J. M., Klein A., Budnikova Y. H., Vicic D. A. Magnitudes of Electron-Withdrawing Effects of the Trifluoromethyl Ligand in Organometallic Complexes of Copper and Nickel // Organometallics. 2010. Vol. 29. No. 6. pp. 1451-1456.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/om901122z
UR - https://doi.org/10.1021%2Fom901122z
TI - Magnitudes of Electron-Withdrawing Effects of the Trifluoromethyl Ligand in Organometallic Complexes of Copper and Nickel
T2 - Organometallics
AU - Kieltsch, Iris
AU - Dubinina, Galyna G
AU - Hamacher, Claudia
AU - Torres Nieto, Jorge
AU - Hutchison, John M
AU - Kaiser, André
AU - Klein, Axel
AU - Budnikova, Yulia H.
AU - Vicic, David A.
PY - 2010
DA - 2010/02/15 00:00:00
PB - American Chemical Society (ACS)
SP - 1451-1456
IS - 6
VL - 29
SN - 0276-7333
SN - 1520-6041
ER -
Cite this
BibTex
Copy
@article{2010_Kieltsch,
author = {Iris Kieltsch and Galyna G Dubinina and Claudia Hamacher and Jorge Torres Nieto and John M Hutchison and André Kaiser and Axel Klein and Yulia H. Budnikova and David A. Vicic},
title = {Magnitudes of Electron-Withdrawing Effects of the Trifluoromethyl Ligand in Organometallic Complexes of Copper and Nickel},
journal = {Organometallics},
year = {2010},
volume = {29},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021%2Fom901122z},
number = {6},
pages = {1451--1456},
doi = {10.1021/om901122z}
}
Cite this
MLA
Copy
Kieltsch, Iris, et al. “Magnitudes of Electron-Withdrawing Effects of the Trifluoromethyl Ligand in Organometallic Complexes of Copper and Nickel.” Organometallics, vol. 29, no. 6, Feb. 2010, pp. 1451-1456. https://doi.org/10.1021%2Fom901122z.
Profiles