Angewandte Chemie - International Edition, volume 61, issue 9
One-Step Access to Heteroatom-Functionalized Imidazol(in)ium Salts.
Pasyukov Dmitry V
1
,
Shevchenko Maxim A
1
,
Shepelenko Konstantin E
1
,
Khazipov Oleg V
1
,
Burykina Julia V
2
,
Gordeev Evgeniy G
2
,
Minyaev Mikhail E.
2
,
Chernyshev Victor M.
1
,
Publication type: Journal Article
Publication date: 2022-01-24
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 16.6
ISSN: 14337851, 15213773
General Chemistry
Catalysis
Abstract
Imidazolium salts have ubiquitous applications in energy research, catalysis, materials and medicinal sciences. Here, we report a new strategy for the synthesis of diverse heteroatom-functionalized imidazolium and imidazolinium salts from easily available 1,4-diaza-1,3-butadienes in one step. The strategy relies on a discovered family of unprecedented nucleophilic addition/cyclization reactions with trialkyl orthoformates and heteroatomic nucleophiles. To probe general areas of application, synthesized N-heterocyclic carbene (NHC) precursors were feasible for direct metallation to give functionalized M/carbene complexes (M = Pd, Ni, Cu, Ag, Au), which were isolated in individual form. The utility of chloromethyl function for the postmodification of the synthesized salts and Pd/carbene complexes was demonstrated. The obtained complexes and imidazolium salts demonstrated good activities in Pd- or Ni-catalyzed model cross-coupling and C-H activation reactions.
Citations by journals
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Russian Chemical Bulletin
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Russian Chemical Bulletin
2 publications, 50%
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Organometallics
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Organometallics
1 publication, 25%
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Journal of Structural Chemistry
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Journal of Structural Chemistry
1 publication, 25%
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1
2
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Citations by publishers
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2
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Springer Nature
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Springer Nature
2 publications, 50%
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American Chemical Society (ACS)
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American Chemical Society (ACS)
1 publication, 25%
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Pleiades Publishing
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Pleiades Publishing
1 publication, 25%
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1
2
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- We do not take into account publications that without a DOI.
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- Statistics recalculated weekly.
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Pasyukov D. V. et al. One-Step Access to Heteroatom-Functionalized Imidazol(in)ium Salts. // Angewandte Chemie - International Edition. 2022. Vol. 61. No. 9.
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Pasyukov D. V., Shevchenko M. A., Shepelenko K. E., Khazipov O. V., Burykina J. V., Gordeev E. G., Minyaev M. E., Chernyshev V. M., Ananikov V. P. One-Step Access to Heteroatom-Functionalized Imidazol(in)ium Salts. // Angewandte Chemie - International Edition. 2022. Vol. 61. No. 9.
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TY - JOUR
DO - 10.1002/anie.202116131
UR - https://doi.org/10.1002%2Fanie.202116131
TI - One-Step Access to Heteroatom-Functionalized Imidazol(in)ium Salts.
T2 - Angewandte Chemie - International Edition
AU - Pasyukov, Dmitry V
AU - Shevchenko, Maxim A
AU - Khazipov, Oleg V
AU - Burykina, Julia V
AU - Gordeev, Evgeniy G
AU - Minyaev, Mikhail E.
AU - Chernyshev, Victor M.
AU - Shepelenko, Konstantin E
AU - Ananikov, Valentine P.
PY - 2022
DA - 2022/01/24 00:00:00
PB - Wiley
IS - 9
VL - 61
SN - 1433-7851
SN - 1521-3773
ER -
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@article{2022_Pasyukov,
author = {Dmitry V Pasyukov and Maxim A Shevchenko and Oleg V Khazipov and Julia V Burykina and Evgeniy G Gordeev and Mikhail E. Minyaev and Victor M. Chernyshev and Konstantin E Shepelenko and Valentine P. Ananikov},
title = {One-Step Access to Heteroatom-Functionalized Imidazol(in)ium Salts.},
journal = {Angewandte Chemie - International Edition},
year = {2022},
volume = {61},
publisher = {Wiley},
month = {jan},
url = {https://doi.org/10.1002%2Fanie.202116131},
number = {9},
doi = {10.1002/anie.202116131}
}