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Relative Basicities of ortho-, meta-, and para-Substituted Aryllithiums

J Gorecka-Kobylinska, M Schlosser

文献索引:Gorecka-Kobylinska, Joanna; Schlosser, Manfred Journal of Organic Chemistry, 2009 , vol. 74, # 1 p. 222 - 229

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被引用次数: 14

摘要

The relative basicities of aryllithiums bearing methoxy, chlorine, fluorine, trifluoromethyl and trifluoromethoxy substituents at the ortho, meta, and para positions have been assessed. To this end, two aryllithiums of comparable basicity were equilibrated together with the corresponding bromo-or iodoarenes in a 1: 2 mixture of pentanes with tetrahydrofuran at− 50,− 75, or− 100° C. The “basicity”(protodelithiation) increments ΔΔ G derived from the ...