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

YP Nizhnik, VP Andreev, BZ Belashev

Index: Nizhnik; Andreev; Belashev Russian Journal of Organic Chemistry, 2008 , vol. 44, # 12 p. 1824 - 1830

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Citation Number: 2

Abstract

Abstract Complexation of 4-nitropyridine N-oxides with ν-(BF 3, 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 ...