- Catalyst-Free Hydrodefluorination of Perfluoroarenes with NaBH4
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Presented is an economical means of removing fluorine from various highly fluorinated arenes using NaBH4. The procedure was adapted for different classes of perfluoroarenes. A novel isomer of an emerging class of organic dyes based on the carbazole phthalonitrile motif was succinctly synthesized in two steps from tetrafluorophthalonitrile, demonstrating the utility of the hydrodefluorination procedure. Initial exploration of the dye shows it to be photoactive and capable of facilitating contrathermodynamic styrenoid E/Z isomerization.
- Schoch, Timothy D.,Mondal, Mukulesh,Weaver, Jimmie D.
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supporting information
p. 1588 - 1593
(2021/03/03)
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- SNAr catalysis enhanced by an aromatic donor-acceptor interaction; Facile access to chlorinated polyfluoroarenes
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Selective catalytic SNAr reaction of polyfluoroaryl C-F bonds with chloride is shown. Stoichiometric TMSCl makes the reaction exergonic and allows catalysis, which involves ground state elevation of chloride, aromatic donor-acceptor interactions, and stabilization of the Meisenheimer complex. Traditional cross-coupling of the products is now possible and demonstrates the utility.
- Senaweera, Sameera,Weaver, Jimmie D.
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supporting information
p. 7545 - 7548
(2017/07/12)
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- New fluorinated 1,2-diaminoarenes, quinoxalines, 2,1,3-arenothia(selena) diazoles and related compounds
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5,6,7,8-Tetrafluoroquinoxaline (1) and its previously unknown derivatives (2-8) were synthesized from glyoxal and polyfluorinated 1,2-diaminoarenes (10-17) obtained by reduction of corresponding 2,1,3-arenothiadiazoles (including new ones 21 and 22). The
- Makarov, Arkady G.,Selikhova, Natalia Yu.,Makarov, Alexander Yu.,Malkov, Victor S.,Bagryanskaya, Irina Yu.,Gatilov, Yuri V.,Knyazev, Alexey S.,Slizhov, Yuri G.,Zibarev, Andrey V.
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p. 123 - 131
(2014/08/18)
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