Molecular complexes of 4-nitropyridine and 4-nitroquinoline N-oxides with boron trifluoride and hydrogen chloride as intermediates in SNAr reactions

被引:0
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作者
Ya. P. Nizhnik
V. P. Andreev
B. Z. Belashev
机构
[1] Petrozavodsk State University,Karelian Research Center
[2] Russian Academy of Sciences,undefined
来源
Russian Journal of Organic Chemistry | 2008年 / 44卷
关键词
Nitro Group; Electronic Absorption Spectrum; Boron Trifluoride; Hydrogen Chloride; Tetracyanoethylene;
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摘要
Complexation of 4-nitropyridine N-oxides with ν- (BF3, HCl) and π-acceptors (tetracyanoethylene, chloranil, 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, 7,7,8,8-tetracyanoquinodimethane) activates the nitro group to nucleophilic replacement by chlorine. Adducts formed by 4-nitropyridine and 4-nitroquinoline N-oxides with boron trifluoride and hydrogen chloride were studied by IR spectroscopy. It was shown that these complexes belong to the n,ν type and that the donor-acceptor interaction therein involves the oxygen atom of the N-oxide group.
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页码:1824 / 1830
页数:6
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