Skeleton Decoration of NHCs by Amino Groups and its Sequential Booster Effect on the Palladium‐Catalyzed Buchwald–Hartwig Amination
1
CNRS, LCC (Laboratoire de Chimie de Coordination), 205 route de Narbonne, BP44099, 31077 Toulouse Cedex 4 (France) http://www.lcc‐toulouse.fr/lcc/spip.php?article24
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Publication type: Journal Article
Publication date: 2014-05-06
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
24801592
General Chemistry
Catalysis
Abstract
A challenging synthetic modification of PEPPSI-type palladium pre-catalysts consisting of a stepwise incorporation of one and two amino groups onto the NHC skeleton was seen to exert a sequential enhancement of the electronic donor properties. This appears to be positively correlated with the catalytic performances of the corresponding complexes in the Buchwald-Hartwig amination. This is illustrated, for example, by the quantitative amination of 4-chloroanisole by morpholine within 2 h at 25 °C with a 2 mol% catalyst/substrate ratio or by a significant reduction of catalytic loading (down to 0.005 mol%) for the coupling of aryl chlorides with anilines (max TON: 19,600).
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126
Total citations:
126
Citations from 2024:
14
(11.11%)
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GOST
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Zhang Y. et al. Skeleton Decoration of NHCs by Amino Groups and its Sequential Booster Effect on the Palladium‐Catalyzed Buchwald–Hartwig Amination // Angewandte Chemie - International Edition. 2014. Vol. 53. No. 25. pp. 6482-6486.
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Zhang Y., César V., Storch G., Lugan N., Lavigne G. Skeleton Decoration of NHCs by Amino Groups and its Sequential Booster Effect on the Palladium‐Catalyzed Buchwald–Hartwig Amination // Angewandte Chemie - International Edition. 2014. Vol. 53. No. 25. pp. 6482-6486.
Cite this
RIS
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TY - JOUR
DO - 10.1002/anie.201402301
UR - https://doi.org/10.1002/anie.201402301
TI - Skeleton Decoration of NHCs by Amino Groups and its Sequential Booster Effect on the Palladium‐Catalyzed Buchwald–Hartwig Amination
T2 - Angewandte Chemie - International Edition
AU - Zhang, Yin
AU - César, Vincent
AU - Storch, Golo
AU - Lugan, Noël
AU - Lavigne, Guy
PY - 2014
DA - 2014/05/06
PB - Wiley
SP - 6482-6486
IS - 25
VL - 53
PMID - 24801592
SN - 1433-7851
SN - 1521-3773
ER -
Cite this
BibTex (up to 50 authors)
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@article{2014_Zhang,
author = {Yin Zhang and Vincent César and Golo Storch and Noël Lugan and Guy Lavigne},
title = {Skeleton Decoration of NHCs by Amino Groups and its Sequential Booster Effect on the Palladium‐Catalyzed Buchwald–Hartwig Amination},
journal = {Angewandte Chemie - International Edition},
year = {2014},
volume = {53},
publisher = {Wiley},
month = {may},
url = {https://doi.org/10.1002/anie.201402301},
number = {25},
pages = {6482--6486},
doi = {10.1002/anie.201402301}
}
Cite this
MLA
Copy
Zhang, Yin, et al. “Skeleton Decoration of NHCs by Amino Groups and its Sequential Booster Effect on the Palladium‐Catalyzed Buchwald–Hartwig Amination.” Angewandte Chemie - International Edition, vol. 53, no. 25, May. 2014, pp. 6482-6486. https://doi.org/10.1002/anie.201402301.