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

被引：0

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;

D O I：

暂无

中图分类号：

学科分类号：

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.

引用

页码：1824 / 1830

页数：6

共 28 条

[1] Molecular complexes of 4-nitropyridine and 4-nitroquinoline N-oxides with boron trifluoride and hydrogen chloride as intermediates in SNAr reactions
Nizhnik, Ya. P.
Andreeva, V. P.
Belashev, B. Z.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 44 (12) : 1824 - 1830
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MIZUNO, Y
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[3] PHOTOSENSITIZED REDUCTION OF 4-NITROPYRIDINE N-OXIDES
ONO, I
HATA, N
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1972, 45 (09) : 2951 - +
[4] Molecular complexes of heteroaromatic N-oxides with boron trifluoride
Andreev, V. P.
Tafeenko, V. A.
Ivashevskaya, S. N.
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2014, 84 (02) : 255 - 258
[5] Molecular complexes of heteroaromatic N-oxides with boron trifluoride
V. P. Andreev
V. A. Tafeenko
S. N. Ivashevskaya
Russian Journal of General Chemistry, 2014, 84 : 255 - 258
[6] MASS-SPECTRA OF CARCINOGENIC 4-NITROQUINOLINE N-OXIDES
BOSIN, TR
MAICKEL, RP
RESEARCH COMMUNICATIONS IN CHEMICAL PATHOLOGY AND PHARMACOLOGY, 1972, 3 (03): : 493 - &
[7] Systematic coordination chemistry and cytotoxicity of copper(II) complexes with methyl substituted 4-nitropyridine N-oxides
Puszko, Aniela
Brzuszkiewicz, Anna
Jezierska, Julia
Adach, Anna
Wietrzyk, Joanna
Filip, Beata
Pelczynska, Marzena
Cieslak-Golonka, Maria
JOURNAL OF INORGANIC BIOCHEMISTRY, 2011, 105 (08) : 1109 - 1114
[8] MOLECULAR-ORBITAL STUDIES ON SOME 4-SUBSTITUTED PYRIDINE N-OXIDES AND 4-NITROQUINOLINE N-OXIDE
KULKARNI, GV
RAY, A
PATEL, CC
JOURNAL OF MOLECULAR STRUCTURE, 1981, 71 (FEB) : 253 - 262
[9] Experimental and theoretical studies of acid-base equilibria of substituted 4-nitropyridine N-oxides
Berdys, J
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JOURNAL OF PHYSICAL CHEMISTRY A, 2003, 107 (32): : 6293 - 6300
[10] STUDIES ON THE N-OXIDES OF PI-DEFICIENT N-HETEROAROMATICS .31. FACILE METHOD FOR THE PREPARATION OF 4-NITROPYRIDINE AND NITROQUINOLINE DERIVATIVES - REDUCTION OF AROMATIC AMINE N-OXIDES WITH TRIMETHYLPHOSPHITE UNDER IRRADIATION
KANEKO, C
YAMAMOTO, A
GOMI, M
HETEROCYCLES, 1979, 12 (02) : 227 - 230

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