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A green solvent approach to the chemistry of 1,2‐diaryl‐1,2‐disodioethanes
Author(s) -
Azzena Ugo,
Kondrot Florian,
Pisano Luisa,
Pittalis Mario
Publication year - 2012
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.2834
Subject(s) - chemistry , tetrahydrofuran , solvent , reagent , reactivity (psychology) , green chemistry , nucleophile , organic chemistry , trifluoromethylation , solvent effects , ether , catalysis , reaction mechanism , medicine , alkyl , alternative medicine , pathology , trifluoromethyl
We investigated the generation and the reactivity of selected 1,2‐diaryl‐1,2‐disodioethanes employing cyclopentyl methyl ether and 2‐methyltetrahydrofuran as green solvent alternatives to tetrahydrofuran. Both solvents proved suitable for the generation of these vic ‐diorganometals, as well as for their employment as single‐electron transfer reagents. On the other hand, 2‐methyltetrahydrofuran appears as the solvent of choice in reactions involving the employment of these diorganometals as nucleophiles or bases. Accordingly, our results disclose an environmentally more sustainable approach to the chemistry of these diorganometals and, in a wider sense, to reductive metalation reactions. Copyright © 2012 John Wiley & Sons, Ltd.