MEYER, Andreas U., Tomáš SLANINA, Chang-Jiang YAO a Burkhard KÖNIG. Metal-Free Perfluoroarylation by Visible Light Photoredox Catalysis. ACS Catalysis. WASHINGTON: AMER CHEMICAL SOC, 2016, roč. 6, č. 1, s. 369-375. ISSN 2155-5435. Dostupné z: https://dx.doi.org/10.1021/acscatal.5b02410. |
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@article{1345777, author = {Meyer, Andreas U. and Slanina, Tomáš and Yao, ChangandJiang and König, Burkhard}, article_location = {WASHINGTON}, article_number = {1}, doi = {http://dx.doi.org/10.1021/acscatal.5b02410}, keywords = {perfluorophenyl; photocatalysis; visible light; metal-free conditions; C-H arylation; transient spectroscopy}, language = {eng}, issn = {2155-5435}, journal = {ACS Catalysis}, title = {Metal-Free Perfluoroarylation by Visible Light Photoredox Catalysis}, url = {http://pubs.acs.org/doi/abs/10.1021/acscatal.5b02410}, volume = {6}, year = {2016} }
TY - JOUR ID - 1345777 AU - Meyer, Andreas U. - Slanina, Tomáš - Yao, Chang-Jiang - König, Burkhard PY - 2016 TI - Metal-Free Perfluoroarylation by Visible Light Photoredox Catalysis JF - ACS Catalysis VL - 6 IS - 1 SP - 369-375 EP - 369-375 PB - AMER CHEMICAL SOC SN - 21555435 KW - perfluorophenyl KW - photocatalysis KW - visible light KW - metal-free conditions KW - C-H arylation KW - transient spectroscopy UR - http://pubs.acs.org/doi/abs/10.1021/acscatal.5b02410 L2 - http://pubs.acs.org/doi/abs/10.1021/acscatal.5b02410 N2 - Visible light and eosin Y catalyze the direct arylation of simple arenes with fluorinated aryl bromides by a photoredox process. The reaction scope is broad in fluorinated compounds and arenes and the general and simple procedure provides a metal-free alternative for the synthesis of synthetically valuable polyfluorinated biaryl structures. The mild reaction conditions allow a selective reaction with the alkaloid brucine without protection of functional groups illustrating the potential of the process for late stage functionalization. Mechanistic investigations reveal the photoreduction of eosin Y via its triplet state by triethylamine and subsequent electron transfer from the eosin Y radical anion to the polyfluorinated bromoarene, which fragments into the polyfluorinated aryl radical and a bromide anion. A radical chain reaction mechanism was excluded by a quenching factor analysis. ER -
MEYER, Andreas U., Tomáš SLANINA, Chang-Jiang YAO a Burkhard KÖNIG. Metal-Free Perfluoroarylation by Visible Light Photoredox Catalysis. \textit{ACS Catalysis}. WASHINGTON: AMER CHEMICAL SOC, 2016, roč.~6, č.~1, s.~369-375. ISSN~2155-5435. Dostupné z: https://dx.doi.org/10.1021/acscatal.5b02410.
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