A Protocol for the Ortho-Deuteration of Acidic Aromatic Compounds in D2O Catalyzed by Cationic RhIII
Publication type: Journal Article
Publication date: 2019-08-27
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
31453707
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Methods to catalytically introduce deuterium in synthetically useful yields ortho to a carboxylic acid directing group on arenes typically requires D2 or high catalyst loadings, which makes using these approaches cost prohibitive for large-scale synthesis (equipment and reagent costs respectively). Herein, we present a simplified approach using low catalyst loadings of cationic RhIII and D2O as both deuterium source and solvent and show its application to H/D exchange on various carboxylic acid substrates.
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31
Total citations:
31
Citations from 2024:
8
(25.8%)
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GOST
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Garreau A. L., Zhou H., Young M. C. A Protocol for the Ortho-Deuteration of Acidic Aromatic Compounds in D2O Catalyzed by Cationic RhIII // Organic Letters. 2019. Vol. 21. No. 17. pp. 7044-7048.
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Garreau A. L., Zhou H., Young M. C. A Protocol for the Ortho-Deuteration of Acidic Aromatic Compounds in D2O Catalyzed by Cationic RhIII // Organic Letters. 2019. Vol. 21. No. 17. pp. 7044-7048.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.9b02618
UR - https://doi.org/10.1021/acs.orglett.9b02618
TI - A Protocol for the Ortho-Deuteration of Acidic Aromatic Compounds in D2O Catalyzed by Cationic RhIII
T2 - Organic Letters
AU - Garreau, Alyssa L
AU - Zhou, Hanyang
AU - Young, Michael C
PY - 2019
DA - 2019/08/27
PB - American Chemical Society (ACS)
SP - 7044-7048
IS - 17
VL - 21
PMID - 31453707
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2019_Garreau,
author = {Alyssa L Garreau and Hanyang Zhou and Michael C Young},
title = {A Protocol for the Ortho-Deuteration of Acidic Aromatic Compounds in D2O Catalyzed by Cationic RhIII},
journal = {Organic Letters},
year = {2019},
volume = {21},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acs.orglett.9b02618},
number = {17},
pages = {7044--7048},
doi = {10.1021/acs.orglett.9b02618}
}
Cite this
MLA
Copy
Garreau, Alyssa L., et al. “A Protocol for the Ortho-Deuteration of Acidic Aromatic Compounds in D2O Catalyzed by Cationic RhIII.” Organic Letters, vol. 21, no. 17, Aug. 2019, pp. 7044-7048. https://doi.org/10.1021/acs.orglett.9b02618.