volume 86 issue 23 pages 16641-16651

Iridium-Catalyzed Asymmetric Transfer Hydrogenation of Quinolines in Biphasic Systems or Water

Publication typeJournal Article
Publication date2021-11-11
scimago Q2
wos Q1
SJR0.737
CiteScore6.1
Impact factor3.6
ISSN00223263, 15206904
Organic Chemistry
Abstract
An asymmetric transfer hydrogenation (ATH) of quinolines in water or biphasic systems was developed. This ATH reaction proceeds smoothly without the need for inert atmosphere protection in the presence of a water-soluble iridium catalyst, which bears an easily available aminobenzimidazole ligand. This ATH system can work at a catalyst loading of 0.001 mol % (S/C = 100 000, turnover number (TON) of up to 33 000) under mild reaction conditions. The turnover frequency (TOF) value can reach as high as 90 000 h-1. A variety of quinoline and N-heteroaryl compounds are transformed into the desired products in high yield and up to 99% enantiomeric excess (ee).
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GOST |
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GOST Copy
Wang L. et al. Iridium-Catalyzed Asymmetric Transfer Hydrogenation of Quinolines in Biphasic Systems or Water // Journal of Organic Chemistry. 2021. Vol. 86. No. 23. pp. 16641-16651.
GOST all authors (up to 50) Copy
Wang L., Lin J., Xia C., Sun W. Iridium-Catalyzed Asymmetric Transfer Hydrogenation of Quinolines in Biphasic Systems or Water // Journal of Organic Chemistry. 2021. Vol. 86. No. 23. pp. 16641-16651.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/acs.joc.1c01925
UR - https://doi.org/10.1021/acs.joc.1c01925
TI - Iridium-Catalyzed Asymmetric Transfer Hydrogenation of Quinolines in Biphasic Systems or Water
T2 - Journal of Organic Chemistry
AU - Wang, Lixian
AU - Lin, Jin
AU - Xia, Chungu
AU - Sun, Wei
PY - 2021
DA - 2021/11/11
PB - American Chemical Society (ACS)
SP - 16641-16651
IS - 23
VL - 86
PMID - 34758620
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2021_Wang,
author = {Lixian Wang and Jin Lin and Chungu Xia and Wei Sun},
title = {Iridium-Catalyzed Asymmetric Transfer Hydrogenation of Quinolines in Biphasic Systems or Water},
journal = {Journal of Organic Chemistry},
year = {2021},
volume = {86},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/acs.joc.1c01925},
number = {23},
pages = {16641--16651},
doi = {10.1021/acs.joc.1c01925}
}
MLA
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MLA Copy
Wang, Lixian, et al. “Iridium-Catalyzed Asymmetric Transfer Hydrogenation of Quinolines in Biphasic Systems or Water.” Journal of Organic Chemistry, vol. 86, no. 23, Nov. 2021, pp. 16641-16651. https://doi.org/10.1021/acs.joc.1c01925.