Reactions of aromatic compounds with nucleophilic reagents in liquid ammonia: XVII. Effect of ionic association on the orientation in aryloxydefluorination of 2,4-difluoronitrobenzene

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作者
L. V. Politanskaya
E. V. Ryabitskaya
E. V. Malykhin
V. D. Steingartz
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[1] Russian Academy of Sciences,Novosibirsk Institute of Organic Chemistry, Siberian Division
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Crown Ether; Alkali Metal Cation; Liquid Ammonia; Bu4N; Ionic Association;
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摘要
The analysis of dependence of fluorine replacement orientation in 2,4-difluoronitrobenzene effected by nucleophiles Y-C6H4OM (Y =p-OMe,p-Me,m-Me, H,p-F,p-Cl,m-F,m-Cl; M = Li, Na, K, Et4N, Bu4N) in liquid ammonia medium at -35‡C on the nature of M, Y, on nucleophile concentration, on addition of crown ethers, diaminoalkanes, and dimethoxyethane indicates the occurrence of ionic association at M = K, Na.
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页码:801 / 807
页数:6
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