Triflimide (HNTf2) in Organic Synthesis
Publication type: Journal Article
Publication date: 2018-09-25
scimago Q1
wos Q1
SJR: 16.455
CiteScore: 100.5
Impact factor: 55.8
ISSN: 00092665, 15206890
PubMed ID:
30251840
General Chemistry
Abstract
Triflimide (HNTf2) is a commercially available and highly versatile super Brønsted acid. Owing to its strong acidity as well as good compatibility with organic solvents, it has been widely employed as an exceptional catalyst, promoter, or additive in a wide range of organic reactions. On many occasions, triflimide has been demonstrated to outperform triflic acid (TfOH). The uniquely outstanding performance of triflimide also benefits from the low nucleophilicity and noncoordinating property of its conjugate base (Tf2N-). Therefore, it has been employed as a precursor toward a variety of cationic metal complexes or organic intermediates with enhanced reactivity or catalytic activity. In this Review, we describe these features and applications of triflimide in organic synthesis, including its synthesis, physical properties, and role as catalyst or promoter in organic reactions. At the end of this Review, another closely related reagent, triflidic acid (HCTf3), is also briefly introduced.
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139
Total citations:
139
Citations from 2024:
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(23%)
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RIS
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TY - JOUR
DO - 10.1021/acs.chemrev.8b00279
UR - https://doi.org/10.1021/acs.chemrev.8b00279
TI - Triflimide (HNTf2) in Organic Synthesis
T2 - Chemical Reviews
AU - Zhao, Wanxiang
AU - Sun, J. Q.
PY - 2018
DA - 2018/09/25
PB - American Chemical Society (ACS)
SP - 10349-10392
IS - 20
VL - 118
PMID - 30251840
SN - 0009-2665
SN - 1520-6890
ER -
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@article{2018_Zhao,
author = {Wanxiang Zhao and J. Q. Sun},
title = {Triflimide (HNTf2) in Organic Synthesis},
journal = {Chemical Reviews},
year = {2018},
volume = {118},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/acs.chemrev.8b00279},
number = {20},
pages = {10349--10392},
doi = {10.1021/acs.chemrev.8b00279}
}
Cite this
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Zhao, Wanxiang, and J. Q. Sun. “Triflimide (HNTf2) in Organic Synthesis.” Chemical Reviews, vol. 118, no. 20, Sep. 2018, pp. 10349-10392. https://doi.org/10.1021/acs.chemrev.8b00279.