Tertiary Amine-Derived Ionic Liquid-Supported Squaramide as a Recyclable Organocatalyst for Noncovalent “On Water” Catalysis
Publication type: Journal Article
Publication date: 2017-03-28
scimago Q1
wos Q1
SJR: 3.782
CiteScore: 19.5
Impact factor: 13.1
ISSN: 21555435
General Chemistry
Catalysis
Abstract
Chiral tertiary amine-derived ionic liquid-supported squaramide was synthesized from available precursors and applied as an efficient organocatalyst for asymmetric Michael additions of β-dicarbonyl compounds to α-nitroolefins in the presence of water. Corresponding Michael adducts were generated under proposed conditions in nearly quantitative yield with high enantioselectivity (up to 99% ee). Useful precursors to pharmaceutically important chiral β-amino acids and anticonvulsant Pregabalin were conveniently prepared using the developed “on water” protocol. The catalyst is readily recoverable and reusable over 30 times without a significant decrease of catalytic reaction activity and selectivity.
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Metrics
60
Total citations:
60
Citations from 2024:
6
(10%)
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BibTex |
MLA
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GOST
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Tukhvatshin R. S. et al. Tertiary Amine-Derived Ionic Liquid-Supported Squaramide as a Recyclable Organocatalyst for Noncovalent “On Water” Catalysis // ACS Catalysis. 2017. Vol. 7. No. 4. pp. 2981-2989.
GOST all authors (up to 50)
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Tukhvatshin R. S., Kucherenko A., Nelyubina Y. V., Zlotin S. G. Tertiary Amine-Derived Ionic Liquid-Supported Squaramide as a Recyclable Organocatalyst for Noncovalent “On Water” Catalysis // ACS Catalysis. 2017. Vol. 7. No. 4. pp. 2981-2989.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acscatal.7b00562
UR - https://doi.org/10.1021/acscatal.7b00562
TI - Tertiary Amine-Derived Ionic Liquid-Supported Squaramide as a Recyclable Organocatalyst for Noncovalent “On Water” Catalysis
T2 - ACS Catalysis
AU - Tukhvatshin, Rinat S
AU - Kucherenko, Alexander
AU - Nelyubina, Yulia V.
AU - Zlotin, Sergei G
PY - 2017
DA - 2017/03/28
PB - American Chemical Society (ACS)
SP - 2981-2989
IS - 4
VL - 7
SN - 2155-5435
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2017_Tukhvatshin,
author = {Rinat S Tukhvatshin and Alexander Kucherenko and Yulia V. Nelyubina and Sergei G Zlotin},
title = {Tertiary Amine-Derived Ionic Liquid-Supported Squaramide as a Recyclable Organocatalyst for Noncovalent “On Water” Catalysis},
journal = {ACS Catalysis},
year = {2017},
volume = {7},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/acscatal.7b00562},
number = {4},
pages = {2981--2989},
doi = {10.1021/acscatal.7b00562}
}
Cite this
MLA
Copy
Tukhvatshin, Rinat S., et al. “Tertiary Amine-Derived Ionic Liquid-Supported Squaramide as a Recyclable Organocatalyst for Noncovalent “On Water” Catalysis.” ACS Catalysis, vol. 7, no. 4, Mar. 2017, pp. 2981-2989. https://doi.org/10.1021/acscatal.7b00562.
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