Selective Single C(sp3)–F Bond Cleavage in Trifluoromethylarenes: Merging Visible-Light Catalysis with Lewis Acid Activation
Тип публикации: Journal Article
Дата публикации: 2017-12-01
scimago Q1
wos Q1
white level БС1
SJR: 5.554
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
29182283
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Краткое описание
The conversion of easily available trifluoromethylarenes into aryldifluoromethyl compounds, which are valuable motifs in the pharmaceutical chemistry, is highly atom- and step-economical. However, the single C(sp3)-F bond cleavage of ArCF3 is a great challenge because of the chemical inertness of the C(sp3)-F bond and the difficult selectivity control of monodefluorination. We report here the first example of single C(sp3)-F functionalization of trifluoromethylarenes via visible-light catalysis merged with Lewis acid activation. The method allows good chemoselectivity control and shows good functional group tolerance. Mechanistic studies suggest an in situ-generated borenium cationic species as the key intermediate for C(sp3)-F bond cleavage in this reaction.
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ГОСТ
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Chen K. et al. Selective Single C(sp3)–F Bond Cleavage in Trifluoromethylarenes: Merging Visible-Light Catalysis with Lewis Acid Activation // Journal of the American Chemical Society. 2017. Vol. 139. No. 51. pp. 18444-18447.
ГОСТ со всеми авторами (до 50)
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Chen K., Berg N., Gschwind R., König B. Selective Single C(sp3)–F Bond Cleavage in Trifluoromethylarenes: Merging Visible-Light Catalysis with Lewis Acid Activation // Journal of the American Chemical Society. 2017. Vol. 139. No. 51. pp. 18444-18447.
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RIS
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TY - JOUR
DO - 10.1021/jacs.7b10755
UR - https://doi.org/10.1021/jacs.7b10755
TI - Selective Single C(sp3)–F Bond Cleavage in Trifluoromethylarenes: Merging Visible-Light Catalysis with Lewis Acid Activation
T2 - Journal of the American Chemical Society
AU - Chen, Kang
AU - Berg, Nele
AU - Gschwind, R.
AU - König, Burkhard
PY - 2017
DA - 2017/12/01
PB - American Chemical Society (ACS)
SP - 18444-18447
IS - 51
VL - 139
PMID - 29182283
SN - 0002-7863
SN - 1520-5126
ER -
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BibTex (до 50 авторов)
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@article{2017_Chen,
author = {Kang Chen and Nele Berg and R. Gschwind and Burkhard König},
title = {Selective Single C(sp3)–F Bond Cleavage in Trifluoromethylarenes: Merging Visible-Light Catalysis with Lewis Acid Activation},
journal = {Journal of the American Chemical Society},
year = {2017},
volume = {139},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/jacs.7b10755},
number = {51},
pages = {18444--18447},
doi = {10.1021/jacs.7b10755}
}
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MLA
Скопировать
Chen, Kang, et al. “Selective Single C(sp3)–F Bond Cleavage in Trifluoromethylarenes: Merging Visible-Light Catalysis with Lewis Acid Activation.” Journal of the American Chemical Society, vol. 139, no. 51, Dec. 2017, pp. 18444-18447. https://doi.org/10.1021/jacs.7b10755.
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